Organic Syntheses, Collective Volume 6

Wayland E. Noland is the author of Organic Syntheses, Collective Volume 6, published by Wiley.

• [The numbers in parentheses refer to the annual volume (in boldface type) and page number where each procedure first appeared] Acylamidoalkyl Acetophenones from Substituted Phenethylamines: 2-(2-Acetamidoethyl)-4,5-dimethoxyacetophenone … (56, 3)Thiol Protection with the Acetamidomethyl Group: S-Acetamidomethyl-l-cysteine Hydrochloride … (59, 190)Acetic Formic Anhydride … (50, 1)Acetone Hydrazone … (50, 3)Preparation of Hydrazones: Acetophenone Hydrazone … (50, 102)3β-Acetoxy-5α-cyanocholestan-7-one … (52, 100)p-Acetyl-α-bromohydrocinnamic Acid … (51, 1)α,β-Dehydrogenation of β-Dicarbonyl Compounds by Selenoxide Elimination: 2-Acetyl-2-cyclohexen-1-one … (59, 58)2-Acetyl-1,3-cyclopentanedione … (52, 1)3-Acetyl-2,4-dimethylfuran … (53, 1)2-Acetyl-6-methoxynaphthalene … (53, 5)Copper Catalyzed Arylation of β-Dicarbonyl Compounds: 2-(1-Acetyl-2-oxopropyl)benzoic Acid … (58, 52)5-Acetyl- 1,2,3,4,5-pentamethylcyclopentadiene … (56, 1)2-Adamantanecarbonitrile … (57, 8)Tertiary Alcohols from Hydrocarbons by Ozonation on Silica Gel: 1-Adamantanol … (59, 176)Adamantanone … (53, 8)Enone Reduction-Enolate Alkylation Sequence: 2-Allyl-3-methylcyclohexanone … (56, 52)Preparation of N-Aminoaziridines: trans-1-Amino-2,3-diphenylaziridine, 1-Amino-2-phenylaziridine, and 1-Amino-2-phenylaziridinium Acetate … (55, 114)Reduction of Ketones by Use of the Tosylhydrazone Derivatives: Androstan-17β-Ol … (52, 122)Aldehydes from 4,4-Dimethyl-2-oxazoline and Grignard Reagents: o-Anisaldehyde … (54, 42)[18]Annulene … (54, 1)Azetidine … (53, 13)Azoethane … (52, 11)Diels-Alder Addition of Perchlorobenzyne: Benzobarrelene … (59, 71)Benzocyclopropene … (55, 12)α-Chlorination of Carboxylic Acids Mediated by Chlorosulfonic Acid: &phis;-Benzoylamino-α-chlorocaproic Acid … (59, 20)1-N-Acylamino-1,3-dienes from 2,4-pentadienoic Acids by the Curtius Rearrangement: Benzyl trans-1,3-Butadiene-1-carbamate … (59, 1)Benzyl Chloromethyl Ether … (52, 16)1-Benzylindole … (54, 58)N-Alkylindoles from the Alkylation of Sodium Indolide in Hexamethylphosphoric Triamide: 1-Benzylindole … (54, 60)3-Alkylated and 3-Acylated Indoles from a Common Precursor: 3-Benzylindole and 3-Benzoylindole … (56, 8)Alkylation of Isoquinolines via 2-Benzoyl-1,2-dihydroisoquinaldonitriles: 1-Benzylisoquinoline … (56, 19)The Formation and Alkylation of Specific Enolate Anions from an Unsymmetrical Ketone: 2-Benzyl-2-methylcyclohexanone and 2-Benzyl-6-methylcyclohexanone … (52, 39)Sulfide Synthesis: Benzyl Sulfide … (58, 138)Bicyclo[1.1.0]butane … (51, 55)Boranes in Functionalization of Dienes to Cyclic Ketones: Bicyclo[3.3.1]nonan-9-one … (58, 24)Bicyclo[3.2.1]octan-3-one … (51, 60)Bicyclo[2.1.0]pent-2-ene … (55, 15)Dehydroxylation of Phenols; Hydrogenolysis of Phenolic Ethers: Biphenyl … (51, 82)Controlled-Potential Electrolytic Reduction: 1,1-Bis(bromomethyl)cyclopropane … (52, 22)Bis(trifluoromethyl)diazomethane … (50, 6)Bis[2,2,2-trifluoro-1-phenyl-1-(trifluoromethyl)ethoxy] Diphenyl Sulfurane … (57, 22)Acyloin Condensation in which Chlorotrimethylsilane is Used as a Trapping Agent: 1,2-Bis(trimethylsilyloxy)cyclobutene and 2-Hydroxycyclobutanone … (57, 1)2-Bornene … (51, 66)Selective α-Bromination of an Aralkyl Ketone with Phenyltrimethylammonium Tribromide: 2-Bromoacetyl-6-methoxynaphthalene and 2,2-Dibromoacetyl-6-methoxynaphthalene … (53, 111)Mercury(II) Oxide-Modified Hunsdiecker Reaction: 1-Bromo-3-chlorocyclobutane … (51, 106)para-Bromination of Aromatic Amines: 4-Bromo-N,N-dimethyl-3-(trifluoromethyl)aniline … (55, 20)Bromohydrins from Alkenes and N-Bromosuccinimide in Dimethyl Sulfoxide; erythro-2-Bromo-1,2-diphenylethanol … (59, 16)Chain Elongation of Alkenes via gem-Dihalocyclopropanes: 2-Bromo-3,3-diphenyl-2-propen-1-yl acetate … (56, 32)2-Bromohexanoyl Chloride … (55, 27)1-Bromo-3-methyl-2-butanone … (55, 24)trans, trans-1,3-Butadiene-1,4-diyl Diacetate … (50, 24)A New Reagent for tert-Butoxycarbonylation: 2-tert-Butoxycarbonyloxyimino-2-phenylacetonitrile … (59, 95)tert-Butoxycarbonyl-l-proline … (53, 25)tert-Butyl Azidoformate … (50, 9; 57, 122)tert-Butylcyanoketene … (55, 32)cis-4-tert-Butylcyclohexanol … (50, 13)Polymeric Carbodiimide. Moffat Oxidation: 4-tert-Butylcyclohexanone … (56, 99)Oxidation of Alcohols by Methyl Sulfide- N-Chlorosuccinimide- Triethylamine: 4-tert-Butylcyclohexanone … (58, 122)2-tert-Butyl-1,3-diaminopropane … (53, 21)Photochemical Ring-Contraction of 2-Ethoxypyrrolin-5-ones to Cyclopropanone Derivatives: tert-Butyl N-(1-Ethoxycyclopropyl)carbamate … (59, 132)Phase-Transfer Hofmann Carbylamine Reaction: tert-Butyl Isocyanide … (55, 96)Sulfide Synthesis in Preparation of Unsymmetrical Dlalkyl Disulfides: sec-Butyl Isopropyl Disulfide … (58, 147)3-Butyl-2-Methylhept-1-en-3-ol … (52, 19)Monoalkylation of α,β-Unsaturated Ketones via Metalloenamines: 1-Butyl-10-methyl-Δ1(9)-2-octalone (57, 69)β-Diketones from Methyl Alkyl Ketones: 3-n-Butyl-2,4-pentanedione … (51, 90)Secondary and Tertiary Alkyl Ketones from Carboxylic Acid Chlorides and Lithium Phenylthio(alkyl)cuprate Reagents: tert-Butyl Phenyl Ketone … (55, 122)Removal of Nα-Benzyloxycarbonyl Groups from Sulfur-Containing Peptides by Catalytic Hydrogenation in Liquid ammonia: O-tert-Butyl-L-seryl-S-tert-butyl-l-cysteine tert-Butyl Ester … (59, 159)Esterification of Hindered Alcohols: tert-Butyl p-Toluate … (51, 96)Peptide Syntheses Using N-Ethyl-5-phenylisoxazolium-3’-sulfonate:Carbobenzoxy-L-asparaginyl-L-leucine Methyl Ester and N-Carbobenzoxy-3-hydroxy-L-prolylglycylglycine Ethyl Ester … (56, 88)Carbonyl Cyanide … (51, 70)3-Chlorocyclobutanecarboxylic Acid … (51, 73)(z)-4-Chloro-4-hexenyl Trifluoroacetate … (57, 26)m-Chloroperbenzoic Acid … (50, 15)3-(4-Chlorophenyl)-5-(4-Methoxyphenyl)Isoxazole … (55, 39)α-Chloro Enamines, Reactive Intermediates for Synthesis: 1-Chloro-N,N,2-trimethylpropenylamine … (59, 26)Modified Clemmensen Reduction: Cholestane … (53, 86)Conjugate Reduction of α,β-Unsaturated p-Toluenesulfonylhydrazones to Alkenes with Catecholborane: 5β-Cholest-3-ene … (59, 42)5β-Cholest-3-Ene-5-Acetaldehyde … (54, 71)18-Crown-6 … (57, 30)Cinnamonitrile … (50, 18)Preparation of Cyano Compounds Using Alkylaluminum Intermediates: 1-Cyano-6-methoxy-3,4-Dihydronaphthalene … (52, 96)Cyclobutadieneiron Tricarbonyl … (50, 21)Aldehydes from acid Chlorides by Reduction of Ester-mesylates with Sodium Borohydride: Cyclobutanecarboxaldehyde … (51, 11)Cyclic Ketones from 1,3-Dithiane: Cyclobutanone … (51, 76)Cyclobutanone from Methylenecyclopropane via Oxaspiropentane … (57, 36)Cyclobutanone Via Solvolytic Cyclization … (54, 84)One-carbon Ring Expansion of Cycloalkanones to Conjugated Cycloalkenones: 2-Cyclohepten-1-one … (59, 113)Nitriles from Ketones: Cyclohexanecarbonitrile … (58, 101)Aldehydes from Olefins: Cyclohexanecarboxaldehyde … (57, 11)Catalytic Osmium Tetroxide Oxidation of Olefins: cis-1,2-Cyclohexanediol … (58, 43)Stereoselective Hydroxylation with Thallium(i) Acetate and Iodine: trans- and cis-1,2-Cyclohexanediols … (59, 169)Cleavage of Methyl Ethers with Iodotrimethylsilane: Cyclohexanol from Cyclohexyl Methyl Ether … (59, 35)Preparation of α,β-Unsaturated Aldehydes via the Wittig Reaction: Cyclohexylideneacetaldehyde … (53, 104)Cyclopropenone … (57, 41)Cyclopropyldiphenylsulfonium Tetrafluoroborate … (54, 27)Ring Contraction via a Favorskii-Type Rearrangement: Cycloundecanone … (56, 107)Hydrogenation of Aromatic Nuclei: 1-Decalol … (51, 103)Oxidation with the Chromium Trioxide-Pyridine Complex Prepared in situ: 1-Decanal … (55, 84)Reduction of Alkyl Halides and Tosylates with Sodium Cyanoborohydride in Hexamethylphosphoric Triamide (HMPA): A. 1-Iododecane to n-Decane B. 1-Dodecyl Tosylate to n-Dodecane … (53, 107)Diamantane: Pentacyclo[7.3.1.14,12.02,7.06,11]tetradecane … (53, 30)Macrocyclic Diimines: 1,10-dlazacyclöCtadecane … (54, 88)Dlazoacetophenone … (53, 35)2-diazocycloalkanones: 2-diazocyclohexanone … (51, 86)2-diazopropane … (50, 27)Macrocyclic Polyethers: Dibenzo-18-crown-6 Polyether and Dicyclohexyl-18-crown-6 Polyether … (52, 66)1,2-Diaroylcyclopropanes: trans-1,2-Dibenzoylcyclopropane … (52, 33)α,???-Dibromodibenzyl Sulfone … (50, 31)Phosphine-Nickel Complex Catalyzed Cross-Coupling of Grignard Reagents with Aryl and Alkenyl Halides: 1,2-Dibutylbenzene … (58, 127)Oxidation with Bis(Salicylidene)ethylenediiminocobalt(II) (Salcomine); 2,6-Di-tert-butyl-p-benzoquinone … (57, 78)Diazo Transfer by Means of Phase-transfer Catalysis: Di-tert-Butyl Diazomalonate … (59, 66)Di-tert-butyl Dicarbonate … (57, 45)cis-3,4-Dichlorocyclobutene … (50, 36)cis-Dichloroalkanes from Epoxides: cis-1,2-Dichlorocyclohexane … (58, 64)2,3-Dicyanobutadiene as a Reactive Intermediate by in situ Generation from 1,2-Dicyanocyclobutene: 2,3-Dicyano-1,4,4a,9a-tetrahydrofluorene … (58, 67)Dideuteriodiazomethane … (53, 38)Diethylaluminum cyanide … (52, 90)Diethylaminosulfur trifluoride … (57, 50)Diethyl tert-Butylmalonate … (50, 38)2-Trimethylsilyloxy-1,3-butadiene as a Reactive Diene: Diethyl trans-4-Trimethylsilyloxy-4-cyclohexene-1,2-dicarboxylate … (58, 163)Diethyl 2-(Cyclohexylamino)vinylphosphonate … (53, 44)Radical Anion Arylation: Diethyl Phenylphosphonate … (58, 134)Diethyl trans-δ4-Tetrahydrophthalate … (50, 43)Homogeneous Catalytic Hydrogenation: Dihydrocarvone … (53, 63)trans-1,2-Dihydrophthalic Acid … (50, 50)5,6-Dihydro-2H-pyran-2-one and 2H-Pyran-2-One … (56, 49)2,4-Dimethoxybenzonitrile … (50, 52)Biaryls from Simple Arenes via Organotellurium Intermediates; 4,4’-Dimethoxy-1,1’-Biphenyl … (57, 18)6,7-Dimethoxy-3-Isochromanone … (55, 45)Regioselective Mannich Condensation with Dimethyl(methylene)ammonium Trifluoroacetate: 1-Dimethylamino-4-methyl-3-pentanone … (59, 153)Directed Lithiation of Aromatic Compounds: (2-Dimethylamino-5-methylphenyl)diphenylcarbinol … (53, 56)Use of Dipotassium Nitrosodisulfonate (fremy’s Salt): 4,5-Dimethyl-o-Benzoquinone … (52, 88)1,2-Dimethylcyclobutenes by Reductive Ring-Contraction of Sulfolanes: cis-7,8-Dimethylbicyclo[4.2.0]oct-7-Ene … (57, 53)4,4’-Dimethyl-1,1’-biphenyl … (55, 48)N,N-Dimethyl-5β-cholest-3-Ene-5-acetamide … (54, 77)Conversion of Esters to Amides with Dimethylaluminum Amides: N,N-Dimethylcyclohexanecarboxamide … (59, 49)4,4-Dimethyl-2-Cyclohexen-1-one … (53, 48)Reductive Amination with Sodium Cyanoborohydride: N,N- Dimethylcyclohexylamine … (52, 124)N,N-Dimethyldodecylamine Oxide … (50, 56)Dimethyl Nitrosuccinate … (57, 60)Dimethyl 2,3-Pentadienedioate … (57, 62)Allylically Transposed Amines from Allylic Alcohols; 3,7-Dimethyl-1,6-octadien-3-amine … (58, 4)Bicyclic Ketones for The Synthesis of Tropinoids: 2α,4α-Dimethyl-8-oxabicyclo[3.2.1]oct-6-en-3-one … (58, 17)2,2-Dimethyl-4-Phenylbutyric Acid … (50, 58)Cyclopentenones from α,α’-Dibromoketones and Enamines: 2,5-Dimethyl-3-phenyl-2-cyclopenten-1-one … (58, 56)Alkylations of Aldehydes via Reaction of the Magnesioenamine Salt of an Aldehyde: 2,2-Dimethyl-3-phenylpropionaldehyde … (54, 46)3,5-Dinitrobenzaldehyde … (53, 52)2,3-Diphenyl-1,3-butadiene … (50, 62)Reagents for Synthesis of Organoselenium Compounds: Diphenyl Diselenide and Benzeneselenenyl Chloride … (59, 141)Aromatic Hydrocarbons from Aromatic Ketones and Aldehydes: 1,1-Diphenylethane … (55, 7)Nucleophilic α-sec-Aminoalkylation: 2-(Diphenylhydroxymethyl)pyrrolidine … (58, 113)Diphenylketene … (52, 36)Alkenes via Hofmann Elimination: Use of Ion-Exchange Resin for Preparation of Quaternary Ammonium Hydroxides: Diphenylmethyl Vinyl Ether … (55, 3)2,3-Diphenylvinylene Sulfone … (50, 65)1,3-Dithiane … (50, 72)2,2’-Dithienyl Sulfide … (50, 75)Selective Epoxidation of Terminal Double Bonds: 10, 11-Epoxyfarnesyl Acetate … (56, 112)1-Ethoxy-1-butyne … (57, 65)Demethylation of Methyl Aryl Ethers: 4-Ethoxy-3-hydroxybenzaldehyde … (56, 44)Carbine Generation by α-Elimination with Lithium 2,2,6,6-Tetramethylpiperidide: 1-Ethoxy-2-p-tolylcyclopropane … (58, 37)Esterification of Carboxylic Acids with Trialkyloxonium Salts; Ethyl and Methyl 4-Acetoxybenzoates … (56, 59)ortho-Alkylation of Anilines: Ethyl 4-Amino-3-Methylbenzoate … (56, 15)Ethyl 5β-Cholest-3-ene-5-acetate … (54, 74)Free-Radical Cyclization: Ethyl 1-Cyano-2-Methylcyclohexanecarboxylate … (55, 57)2,2-(Ethylenedithio)cyclohexanone … (54, 37)A General Synthesis of 4-Isoxazolecarboxylic Esters: Ethyl 3-Ethyl-5-methyl-4-isoxazolecarboxylate … (53, 59)3-Alkyl-1-alkynes Synthesis: 3-Ethyl-1-hexyne … (58, 1)β-Hydroxy Esters from Ethyl Acetate and Aldehydes or Ketones: Ethyl 1-Hydroxycyclohexylacetate … (53, 66)Indoles from Anilines: Ethyl 2-Methylindole-5-carboxylate … (56, 72)Stereoselective Synthesis of Trisubstituted Olefins: Ethyl 4-Methyl-(E)-4,8-nonadienoate … (53, 116)Metalation of 2-Methylpyridine Derivatives: Ethyl 6-Methylpyridine-2-acetate … (52, 75)Ethyl 1-Naphthylacetate … (50, 77)Ethyl … (E)-3-Nitroacrylate [Replaced by Methyl … (E)-3-Nitroacrylate] … (56, 65; replaced)γ-Ketoesters from Aldehydes via Diethyl Acylsuccinates: Ethyl 4-oxohexanoate … (58, 79)Ethyl Pyrrole-2-Carboxylate … (51, 100)Thiazoles from Ethyl Isocyanoacetate and Thiono Esters: Ethyl Thiazole-4-carboxylate … (59, 183)Carboxylation of Aromatic Compounds: Ferrocenecarboxylic Acid … (56, 28)Fluorinations with Pyridinium Polyhydrogen Fluoride Reagent: 1-Fluoroadamantane … (58, 75)Aldehydes from Aromatic Nitriles: 4-Formylbenzenesulfonamide … (51, 20)Geranyl Chloride … (54, 63)Allylic Chlorides from Allylic Alcohols: Geranyl Chloride … (54, 68)Glutaconaldehyde Sodium Salt From Hydrolysis of Pyridinium-1-sulfonate … (59, 79)Aldehydes from Primary Alcohols by Oxidation with Chromium Trioxide: Heptanal … (52, 5)Conversion of Nitro to Carbonyl by Ozonolysis of Nitronates: 2,5-Heptanedione … (56, 36)Macrocyclic Polyamines: 1,4,7,10,13,16-Hexaäzacycloöctadecane … (58, 86)Cuprous Ion-Catalyzed Oxidative Cleavage of Aromatic o-Diamines by Oxygen:(Z,Z)-2,4-Hexadienedinitrile … (57, 33)Hexafluoroacetone Imine … (50, 81)3-Trimethylsilyl-3-buten-2-one as Michael Acceptor for Conjugate Addition-Annelation: cis-4,4a,5,6,7,8-Hexahydro-4a,5-dimethyl-2(3H)-naphthalenone … (58, 158)Nitrones for Intramolecular 1,3-Dipolar Cycloadditions: Hexahydro-1,3,3,6-tetramethyl-2,1-benzisoxazoline … (58, 106)(E)-4-Hexen-1-ol … (55, 62)Fragmentation of α,β-Epoxyketones to Acetylenic Aldehydes and Ketones: Preparation of 2,3-Epoxycyclohexanone and its Fragmentation to 5-Hexynal … (55, 52)γ-Hydroxy-α,β-Unsaturated Aldehydes via 1,3-Bis(methylthio)allyllithium: trans-4-Hydroxy-2-hexenal … (54, 19)17β-Hydroxy-5-oxo-3,5-seco-4-norandrostane-3-carboxylic Acid … (55, 67)Directed Aldol Condensations: threo-4-Hydroxy-3-phenyl-2-heptanone … (54, 49)Macrolides from Cyclization of ω-Bromocarboxylic Acids: 11-Hydroxyundecanoic Lactone … (58, 98)Direct Iodination of Polyalkylbenzenes: Iododurene … (51, 94)trans-Iodopropenylation of Alkyl Halides: (E)-1-Iodo-4-phenyl-2-butene … (56, 77)2-Iodo-p-xylene … (55, 70)cis-α,β-Unsaturated Acids: Isocrotonic Acid … (53, 123)Trichloromethyl Chloroformate as a Phosgene Equivalent: 3-Isocyanatopropanoyl Chloride … (59, 195)Hydroboration of Olefins: (+)-Isopinocampheol [Replaced by (—)-Isopinocampheol] … (52, 59)(—)-Isopinocampheol (New)Reaction of Aryl Halides with π-Allylnickel Halides: Methallylbenzene … (52, 115)Sulfonyl Cyanides: Methanesulfonyl Cyanide … (57, 88)1,6-Methano[10]annulene … (54, 11)Vinyl Sulfides from Thioacetals with Copper(I) Trifluoromethanesulfonate: (Z)-2-Methoxy-1-phenylthio-1,3-butadiene … (59, 202)6-Methoxy-β-tetralone … (51, 109)Methyl Groups by Reduction of Aromatic Carboxylic Acids with Trichlorosilane-tri-n-propylamine: 2-Methylbiphenyl … (56, 83)1-d-Aldehydes from Organometallic Reagents: 2-Methylbutanal-1-d … (51, 31)Preparation of Vinyl Trifluoromethanesulfonates: 3-methyl-2-buten-2-yl Triflate … (54, 79)Preparation and Reductive Cleavage of Enol Phosphates: 5-Methylcoprost-3-Ene … (52, 109)Oxymercuration-Reduction: Alcohols from Olefins: 1-Methylcyclohexanol … (53, 94)Reductive Cleavage of Allylic Alcohols, Ethers, or Acetates to Olefins: 3-Methylcyclohexene … (56, 101)γ-Ketoesters to Prepare Cyclic Diketones: 2-Methyl-1,3-cyclopentanedione … (58, 83)Sulfide Contraction via Alkylative Coupling: 3-Methyl-2,4-Heptanedione … (55, 127)Isoxazole Annelation Reaction: 1-Methyl-4,4a,5,6,7,8-Hexahydronaphthalen-2(3H)-one … (53, 70)Addition of Organolithium Reagents to Allyl Alcohol: 2-Methyl-1-Hexanol … (55, 1)Conversion of Primary Alcohols to Urethanes via the Inner Salt of Methyl (carboxysulfamoyl)Triethylammonium Hydroxide: Methyl n-Hexylcarbamate … (56, 40)Methyl 2-Alkynoates from 3-Alkyl-2-pyrazolin-5-ones: Methyl 2-Hexynoate … (55, 73)Methyl (trans-2-Iodo-1-Tetralin)carbamate … (51, 112)Methyl Nitroacetate … (55, 77)Methyl (E)-3-Nitroacrylate (New)2-Methyl-2-nitrosopropane and Its Dimer … (52, 77)Nucleophilic Acylation with Disodium Tetracarbonylferrate: Methyl 7-Oxoheptanoate and Methyl 7-Oxoöctanoate … (59, 102)Aldehydes from Allylic Alcohols and Phenylpalladium Acetate: 2-Methyl-3-phenylpropionalde … (51, 17)Endocyclic Enamine Synthesis: N-Methyl-2-phenyl-Δ2-tetrahydropyridine … (54, 93)Hydrogenolysis of Carbon-Halogen Bonds with Chromium(II)-en Perchlorate: Naphthalene from 1-Bromonaphthalene … (52, 62)Thiophenols from Phenols: 2-Naphthalenethiol … (51, 139)S(-)-α-(1-Naphthyl)ethylamine … (55, 80)Alkyl Iodides: Neopentyl Iodide and Iodocyclohexane … (51, 44)Sulfide Synthesis in Preparation of Dialkyl and Alkyl Aryl Sulfides: Neopentyl Phenyl Sulfide (58, 143)4-Nitrobenzyl Fluoride … (57, 72)1-Nitrocycloöctene … (50, 84)Formation and Photochemical Wolff Rearrangement of Cyclic α-Diazo Ketones: D-Norandrost-5-en-3β-ol-16-carboxylic Acids … (52, 53)Highly Reactive Magnesium for the Preparation of Griignard Reagents: 1-Norbornanecarboxylic Acid … (59, 85)Δ9,10-Octalin … (50, 88)2,2,7,7,12,12,17,17-Octamethyl-21,22,23,24-tetraoxaperhydroquaterene … (57, 74)Orcinol Monomethyl Ether … (53, 90)1,6-Oxido[10]annulene … (55, 86)Cyanide-Catalyzed Conjugate Addition of Aryl Aldehydes: 4-Oxo-4-(3-pyridyl)butyronitrile … (59, 53)Aldehydes from sym-Trithlane: n-Pentadecanal … (51, 39)(Pentafluorophenyl)acetonitrile … (57, 80)Pentafluorophenylcopper Tetramer, a Reagent for Synthesis of Fluorinated Aromatic Compounds … (59, 122)trans-3-Penten-2-one … (51, 115)Arene Oxide Synthesis: Phenanthrene-9,10-oxide … (58, 12)Free-Radical Alkylation of Quinones: 2-Phenoxymethyl-1,4-Benzoquinone … (56, 68)3-Phenyl-2H-azirine-2-carboxaldehyde … (57, 83)Phase-Transfer Alkylation of Nitriles: 2-Phenylbutyronitrile … (55, 91)Directed Aldol Condensations: β- Phenylcinnamaldehyde … (50, 66)Aldehydes from 2-Benzyl-4,4,6-Trimethyl-5,6-dihydro-1,3(4H)-oxazine: 1-Phenylcyclopentanecarboxaldehyde … (51, 24)Amines from Mixed Carboxylic-Carbonic Anhydrides: 1-Phenylcyclopentylamine … (51, 48)cis-2-Phenylcyclofropanecarboxylic Acid … (50, 94)Substitution of Aryl Halides with Copper(i) Acetylides: 2-Phenylfuro[3,2-b]pyridine … (52, 128)Ketones and Alcohols from Organoboranes: Phenyl Heptyl Ketone, 1-Hexanol, and 1-Octanol … (53, 77)1-Phenyl-1,4-pentadiyne and 1-Phenyl-1,3-pentadiyne … (50, 97)Phenylation with Diphenyliodonium Chloride; 1-Phenyl-2,4-pentanedione … (51, 128)1-Phenyl-4-phosphorinanone … (53, 98)4-Phenyl-1,2,4-triazoline-3,5-dione … (51, 121)2-Phenyl-2-vinylbutyronitrile … (55, 99)Boranes in Functionalization of Olefins to Amines: 3-Pinanamine … (58, 32)Allylic Oxidation with Hydrogen Peroxide-Selenium Dioxide: trans-Pinocarveol … (56, 25)Base-Induced Rearrangement of Epoxides to Allylic Alcohols: trans-Pinocarveol … (53, 17)Polymeric Carbodiimide. Preparation … (56, 95)Alkynes via Phase Transfer—Catalyzed Dehydrohalogenation: Propiolaldehyde Diethyl Acetal … (59, 10)Rearrangement of Bridgehead Alcohols to Polycyclic Ketones by Fragmentation-Cyclization: 4-Protoadamantanone (Tricyclo[4.3.1.03.8]Decan-4-One) … (59, 147)Quadricyclane … (51, 133)1,2,3,4-Tetrahydro-β-Carboline … (51, 136)Aziridines from β-Iodocarbamates: 1,2,3,4-Tetrahydronaphthalene(1,2)Imine (51, 53)2,3,4,5-Tetrahydropyridine Trimer … (56, 118)3,3,6,6-Tetramethoxy-1,4-Cyclohexadiene … (57, 92)2,2,3,3-Tetramethyliodocyclopropane … (52, 132)4H-1,4-Thiazine l,1-Dioxide … (52, 135)2-Thiophenethiol … (50, 104)p-Tolylsulfonyldiazomethane … (57, 95)p-Tolylsulfonylmethyl Isocyanide … (57, 102)Tri-tert-Butylcyclopropenyl Tetrafluoroborate … (54, 97)Tricarbonyl[2,3,4,5-η)-2,4,-Cyclohexadien-1-One]Iron and Tricarbonyl[(1,2,3,4,5-η)-2-Methyoxy-2,4-Cyclohexadien-1-Yl]Iron(1+) Hexafluorophosphate(1—) from Anisole … (57, 107)Alkylation of Dimedone with a Tricarbonyl(diene)Iron Complex: Tricarbonyl[2-[2,3,4,5-η)-4-Methoxy-2,4-Cyclohexadien-1-yl]-5,5-Dimethyl-1,3-Cyclohexanedione]iron … (57, 16)Cyclobutadiene in Synthesis: endo-Tricyclo[4.4.0.02,5]Deca-3,8-Diene-7,10-Dione … (55, 43)Trifluoroacetylation of Amines and Amino Acids Under Neutral, Mild Conditions: N-Trifluoroacetanilide and N-Trifluoroacetyl-L-Tyrosine … (56, 122)Aldehydes from Acid Chlorides by Modified Rosenmund Reduction: 3,4,5-Trimethoxybenzaldehyde … (51, 8)Oxidation with the Nitrosodisulfonate Radical. I. Preparation and Use of Disodium Nitrosodisulfonate: Trimethyl-p-Benzoquinone … (52, 83)2,2-(Trimethylenedithio)Cyclohexanone … (54, 39)Trimethylene Dithiotosylate and Ethylene Dithiotosylate … (54, 33)Trimethyloxonium Tetrafluoroborate … (51, 142)3,5,5-Trimethyl-2-(2-Oxopropyl)-2-Cyclohexen-1-One … (57, 113)Aldehydes by Oxidation of Terminal Olefins with Chromyl Chloride: 2,4,4-Trimethylpentanal … (51, 4)Trimethylsilyl Azide … (50, 107)3-Trimethylsilyl-3-Buten-2-One: a Michael Acceptor … (58, 152)Tropolone … (57, 117)Preparation of Alkenes by Reaction of Lithium Dipropenylcuprates with Alkyl Halides: (E)-2-Undecene … (55, 103; deleted)General IndexFrmula IndexHazard IndexAuthor IndexConcordance Index