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Sundberg R.J. Ч Indoles
Sundberg R.J. Ч Indoles



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Ќазвание: Indoles

јвтор: Sundberg R.J.

јннотаци€:

This volume is a valuable addition to the Best synthetic methods series, and the author and publishers are to be congratulated on producing a book that all concerned with nitrogen heterocyclic chemistry will find of considerable value.
Ч CHEMISTRY AND INDUSTRY
In his preface, Professor Sundberg states that he attempted to illustrate the most widely used synthetic methods in indole chemistry on the basis of the retrosynthetic concept of identifying the bonds being formed. Not only has he succeeded, but he hasdone an outstanding job...the book is an absolute must for those interested in indole chemistry...(it) describes most major classical methods and emphasizes all the newer methods available. Professor Sundberg is to be congratulated.


язык: en

–убрика: ’ими€/

—татус предметного указател€: √отов указатель с номерами страниц

ed2k: ed2k stats

√од издани€: 1996

 оличество страниц: 175

ƒобавлена в каталог: 06.11.2005

ќперации: ѕоложить на полку | —копировать ссылку дл€ форума | —копировать ID
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ѕредметный указатель
1,3-dimethyl-5-methoxyoxindole, procedure for      153
1-(benzyloxycarbonyl)indole, procedure for      93
1-(phenylsulfonyl)indole, procedure for      97
1-(tert-butoxycarbony1)-2-cyclohexyltryptophan methyl ester, procedure for      133Ч134
1-(tert-butoxycarbonyl)-6-methoxyindole, procedure for      51
1-(tert-butoxycarbonyl)2-(4-cyanophenyl)indole, procedure for      100
1-acetyl-2,3-dihydroindole-2-sulfonic acid, as intermediate      137
1-acetyl-2-butyl-5-chloroindole, procedure for      24
1-benzyl 3-methyl 6-methoxyindole-1,3-dicarboxylate, procedure for      71
1-hydroxyindoles, synthesis of      8
1-methyl-5-fluorooxindole, procedure for      43
2-(2-methylphenyl)-1-(2-trimethylsilylethoxymethyl)indole, procedure for      100
2-(3-$\alpha$-acetoxyandrost-16-en-17-yl)indole, procedure for      24
2-(4-phenylbutyl)indole, procedure for      29Ч30
2-(5-vinyl-l-azabicyclo[2.2.2]octan-2-ylindole, procedure for      50 51
2-(tert-butyl)indotl, procedure for      29
2-butanoyl-1-methylcarbazole, procedure for      168Ч169
2-phenylindole, procedure for      26
3,3,7-trimethyloxindole, procedure for      69
3-(2-aminoethy])-6-benzyloxy-1-methylindole, procedure for      128
3-(2-ammobutyl)indole, procedure for      128 129
3-(2-dimethylaminoethyl)-5-nitroindole, procedure for      91
3-(2-methyl-2-nitropropyl)indole, procedure for      123
3-(2-nitroethyl)indole, procedure for      122
3-(2-propenyl)indole, procedure for      108
3-(4-bromopropyl)-2-cyano-1-methylindole, procedure for      40Ч41
3-(cyclopenlanecarbonyl)indole, procedure for      115
3-acetyl-1-(phenylsulfonyl)indole, procedure for      115
3-acetyl-4-cyano-5-(indol-3-yl)pentan-2-one, procedure for      123
3-butanoyl-1-methylcarbazole, procedure for      168Ч169
3-cyanoindole, procedure for      116
3-ethyl-5-hydroxy-3-methylindole, procedure for      151
3-phenyl-1-(phenylsulfonyl)indole, procedure for      112
4-benzyloxyindole, procedure for      10
4-bromo-3-(2-methoxycarbonylethenyl)-1-(4-methyiphenylsulfonyl)indole, procedure for      112
4-carboxy-7-chloro-2-(ethoxycarbonyl)indole-3-propanoic acid, procedure for      68
4-chloroindole, procedure for      18
4-cyclohexyl-1-(4-methylphenylsulfonyl)indole, procedure for      81
5,6-bis-benzyloxy-4,7-dimethylindole, procedure for      13
5-benzyloxytryptophan, procedure for      133
5-ethyl 1-isobutyl, 6-(trimethylsilyl)indole-1,5-dicarboxylate, procedure for      87
6,7-dibromo-4-methoxyindole, procedure for      76 77
6-(4-fluorophenyl)indole, procedure for      143
6-benzoyloxindole, procedure for      19
6-bromooxindole, procedure for      19
6-chloroacetyl-1-(2,2-dimethylpropanoyl)indole, procedure for      137Ч138
6-methoxyindole-3-carboxaldehyde, procedure for      115 116
7-benzoyl-3-methyloxindole, procedure for      73Ч75
7-benzoylindole, procedure for      138
7-benzoyloxindole, procedure for      153
7-benzyloxy-3-methyl-5-nitroindole, procedure for      38
7-methoxyindole, procedure for      8
Acetanilides $\alpha$-sulfinyl, oxindoles from      43
Acetanilides o-alkynyl, indoles from      21Ч24
Aldehydes $\alpha$-alkylthio, indoles from      71Ч72
Aldehydes $\alpha$-anilino, indoles from      41Ч44
Aldehydes o-aminobenzyl, indoles from      13Ч20
Aldehydes o-nitrobenzyl, indoles from      14Ч17
Anilides, o-acyl, indoles from anilides      32Ч33
Anilides, o-alkyl, indoles from anilides      27Ч30
Anilines, and $\gamma$-baloacetoacetates, indoles from anilines      41
Anilines, indoles from by Gassman method      71Ч75
Anilines, N-allyl, indoles from anilines      35 38
Anilines, N-diethoxyethyl, indoles from anilines      41Ч42
Anilines, N-phenacyl, indoles from anilines      42Ч43 77
Anilines, N-propargyl, indoles from anilines      36Ч37
Anilines, N-vinyl, indoles from anilines      39Ч41
Anilines, o,N-diacyl, indoles from anilines      32Ч33
Anilines, o-acyl, indoles from anilines      30 32
Anilines, o-alkyl, indoles from anilines      27Ч30 45Ч46 49Ч50
Anilines, o-alkynyl, indoles from anilines      20 24
Anilines, o-chloroacetyl, indoles from anilines      75Ч77
Anilines, o-halo-N-vinyl, indoles from anilines      38Ч39
Anilines, oxindoles from anilines      73 75
Anilinosulfonium salts, in Gassman synthesis      71Ч75
aromaticity, of indole      2
Aziridines, reactions with indoles      106Ч107
Benzaldehydes, condensation with $\alpha$-azidoacetate enolates      45
Benzanilides, indoles from      27Ч28
benzyl 2,3-dihydro-1-benzoyl-5-methoxyindole-3-propenoate, procedure for      146Ч147
Biscbler synthesis      77Ч78
Brunner reaction      69
Carbazole derivatives, 1-oxo-1,2,3,4,4a,9a-hexahydro      40
Carbazole derivatives, 4-oxo-1,2,3,4,4a,9a-hexahydro      40
Carbazole derivatives, synthesis from indoles      159Ч169
Chlorosulfonyl isocyanate, reaction with indole      113
Cinnamate esters, $\alpha$-azido, indoles from      45 47
Cinnamate esters, o-nitro, indoles from      24Ч26
Cycloalka[b]indoles,oxidation of      155 157
Desulfurization, of 3-(alkylthio)indoles      71Ч72
Diels-Alder reaction of indole-2,3-quinodimethanes      164Ч169
Diels-Alder reaction of pyrrole-2,3-quinodimethanes      85Ч87
Diels-Alder reaction of vinylindoles      159Ч164
Diels-Alder reaction of vinylpyrroles      79 84Ч85
Dimethyl 2-acetamido-2-(7-chloroindol-3-yl)propanedicarboxylate, procedure for      62Ч63
Dimethyl acetylenedicarboxylate as catalyst for gramine alkylation      121
Dimethyl acetylenedicarboxylate reaction with vinylindoles      159
Dimethyl acetylenedicarboxylate reaction with vinylpyrroles      84
Enolates, indol-3-ylmethylation of      121Ч122
Epoxides, reactions with indoles      106Ч107
Ethyl 2,3-dihydroindole-2-carboxylate, procedure for      145Ч146
Ethyl 2-(ethoxycarbonyl)-2-formamido-3-(indol-3-yl)propenoate, procedure for      122
Ethyl 3-acetyl-5-hydroxy-8-methyl-6-(phenylsulfonyl)-1,2,3,6-tetrahydrohenzo[1,2-b:4,3-bТ]dipyrrole-1-carboxylate, procedure for      147
Ethyl 4-[1-(phenylsulfonyl)indol-3-yl]butanoate, procedure for      151Ч152
Fischer indole synthesis      1 54Ч69
Fischer indole synthesis, anomalous products from Fischer indole synthesis      64Ч65
Fischer indole synthesis, catalysts and conditions for Fischer indole synthesis      54Ч55 59Ч61
Fischer indole synthesis, mechanism of Fischer indole synthesis      54Ч55
Fischer indole synthesis, regioselectivity of Fischer indole synthesis      56Ч59
Fischer indole synthesis, thermal      55
Friedel Crafts reaction for acylation of indoles      113Ч115 136Ч138
Friedel Crafts reaction, intramolecular      42 79Ч81
Furo[3,4-b]indoles      167
Gassman synthesis of indoles      71Ч73
Gassman synthesis of oxindoles      73Ч75
Gramine derivatives indole-2,3-quinodimethanes from gramine derivatives      164
Gramine derivatives lithiation of gramine derivatives      139
Gramine derivatives, alkylation with gramine derivatives      119Ч124
Heck reaction      16 109Ч111 131Ч132 141Ч143
Hemetsberger synthesis      45Ч47
Imino ethers, indoles from imino ethers      29
Indol-1-ylmagnesium halides      105Ч106
Indol-2-yl carbinols      95Ч98 150
Indol-2-ylborates      95 96 101
Indol-2-ylcopper reagents      97
Indol-2-ylstannanes      99Ч100 102
Indol-2-ylzinc halides      100
Indol-3-yl carbinols      149Ч150
Indol-3-ylsilanes      117
Indol-3-ylstannanes      111Ч112
Indol-3-ylzinc halides      111
Indol-4-ylsilanes      136
Indole derivatives from indolines      148Ч149
Indole derivatives, 1-acylation      92Ч93
Indole derivatives, 1-alkylation      89Ч92
Indole derivatives, 1-ulfonylation of indole derivatives      92Ч93
Indole derivatives, 2-acylation      100Ч103 150
Indole derivatives, 2-alkylation      95Ч98
Indole derivatives, 2-arylation      98Ч100
Indole derivatives, 2-carboxylation      100Ч102
Indole derivatives, 2-halogenation      102Ч103
Indole derivatives, 2-hydroxyalkylation      95 98
Indole derivatives, 2-vinyl      98Ч100 159Ч163
Indole derivatives, 3-acylation      113Ч116
Indole derivatives, 3-alkylation      105Ч109 149Ч152
Indole derivatives, 3-alkynylalion      109Ч113 129Ч131
Indole derivatives, 3-arylation      109Ч113
Indole derivatives, 3-carboxylation      113Ч116
Indole derivatives, 3-halogenation      117 118
Indole derivatives, 3-ulfenylation of ndole derivatives      117
Indole derivatives, 3-vinyl      109Ч113 159Ч163
Indole derivatives, acidity of indole derivatives      3 89
Indole derivatives, alkaloids      2 163 168
Indole derivatives, aromaticity of indole derivatives      2
Indole derivatives, basicity of indole derivatives      3
Indole derivatives, biologically active      1
Indole derivatives, drugs derived from indole derivatives      1Ч2
Indole derivatives, industrial synthesis      1
Indole derivatives, lithiation      95Ч98 100 107 117 139
Indole derivatives, nitroethenylation      125
Indole derivatives, nitroethylation      125
Indole derivatives, oxidation of indole derivatives      3 148Ч149 152Ч157
Indole derivatives, protecting groups for indole derivatives      91Ч93 95 99Ч100 107 139
Indole derivatives, reactivity of indole derivatives      3
Indole derivatives, reduction of indole derivatives      145Ч147 149Ч152
Indole derivatives, silylation of indole derivatives      117
Indole derivatives, thallation of indole derivatives      139Ч141 143
Indole-2,3-quinodimethanes      164Ч169
Indole-2-carbonitriles      40
Indole-2-carboxylate esters from $\alpha$-anilino-$\beta$-ketoesters      40
Indole-2-carboxylate esters from $\alpha$-azidocinnamate esters      45 47
Indole-2-carboxylate esters from $\beta$-ketoesters      65Ч68
Indole-2-carboxylate esters from pyruvate esters by Reissert method      14
Indole-2-carboxylate esters from pyruvate hyrazones      59 64 65Ч66
Indole-2-carboxylate ethyl ester, procedure for      25Ч26
Indole-2-ulfonamides      102
Indole-3-acetonitrile, procedure for      123
Indole-3-acetonitriles, tryptamines from      126
Indole-3-carbonitriles      29 113 116
Indole-3-carboxaldehyde, procedure for      115
Indole-3-carboxaldehydes, reactions of      126Ч128 131
Indole-3-carboxamides      113
Indole-3-carboxylate esters from $\beta$-dialkylamino-o-nitrostyrenes      15
Indole-3-carboxylate esters from N-aryl-O-hydroxylamines and methyl propynoate      70Ч71
Indole-3-carboxylate esters from o-bromoanilines and acrylate esters      39
Indole-3-carboxylate esters from o-methanesulfonamido-phenylacetylenes      23
Indole-3-glyoxamides      125Ч128
Indole-7-carboxaldehyde, procedure for      141
Indoleboronic acids      111 143
Indolines 7-acylation of      136Ч137
Indolines alkylidene derivatives      36
Indolines aromatization of indolines      136Ч138 148Ч149
Indolines from indoles      145 147
Indolines lithiation of indolines      139
Indolines substitution reactions of indolines      136Ч137
Indolines tliallation of indolines      139Ч141
Indometbacin      51
Indot-3-ylmethyl halides      121Ч122 132
Japp-Klingemann synthesis of arylhydrazones      65Ч69
Ketones, $\alpha$-alkylthio, indoles from ketones      71Ч72
Ketones, $\alpha$-anilino, indoles from etones      41Ч44 77Ч78
Ketones, o-aminobenzyl, indoles from ketones      13Ч20
Ketones, o-nitrobenzyl, indoles from ketones      14Ч17
Lactams, acylation of indoles by lactams      113
Lactones, alkylation of indoles by lactones      91
Leimgruber-Batcho synthesis      7Ч11
Madelung synthesis      27Ч30
Mannich alkylation      106 119
Methyl $\alpha$-hydroxy-$\alpha$-methyl-1-(phenylsulfonyl)indole-2-acetate, procedure for      97Ч98
Methyl 1-(4-methylphenylsulfonyl)indole-4-($\alpha$-acetamidopropenoate), procedure for      143
Methyl 3-(4-fluorophenyl)-5-methylindole-2-carboxylate, procedure for      68
Methyl 4,6,7-trimethoxyindole-2-carboxylate, procedure for      46Ч47
Methyl 4-oxo-1,2,3,4-tetrahydrocarbazole-2-acetate, procedure for      157
Methyl 4-[5-(benzyloxycarbonyl)indol-3-yl]methyl-3-methoxy-benzoate, procedure for      108
Methyl 5-metboxy-$\alpha$-oxo-1-(phenylsulfonyl)indole-2-acetate, procedure for      101Ч102
N,N-dihexyl-2-phenylindole-3-acetamide, procedure for      62
N,N-dimethyl-2-[5-(cyanomethyl )indol-3-yl]ethylamine, procedure for      63
N-aryl-O-hydroxylamines, indoles from      70Ч71
N-arylhydrazones, indoles from      54Ч69
N.N-dimethylformamide acetals of, in indole synthesis      8
o-aminobenzyl anion, synthons for      49Ч50
o-aminophcnylcthanols, indoles from      15Ч16
o-aminophenylacetylenes, indoles from      20 24
o-nitrobenzaldehydes, indoles from      11
o-nitrobenzyl cyanides, indoles from      16Ч17
o-nitrobenzylphosphonium salts, indoles from      28
o-nitrophenylacetic acid, oxindoles from      17
o-nitrophenylacetylenes, indoles from      20Ч24
o-nitrophenyldiazoninm salts, indoles from      15
o-nitrophenylethanols, indoles from      15
o-nitrostyrenes $\beta$-dialkylamino, indoles from      7Ч11 14Ч15
o-nitrostyrenes, $\beta$-nitro, indoles from      11Ч13 16
o-nitrostyrenes, indoles from      24Ч26
o-nitrostyrenes, oxindoles from      17
o-nitrotoluenes, indoles from      7Ч11
Oxindoles from $\alpha$-haloacetanilides      42Ч43
Oxindoles from $\alpha$-nitrophenylpyruvic acids      17
Oxindoles from $\alpha$-sulfinylacetanilides      43
Oxindoles from indoles      152Ч154
Oxindoles from N-acylphenylhydrazines      69Ч70
Oxindoles from N-alkenoyl-o-haloanilines      37 38
Oxindoles from o-nitrophenylacetic acids      17
Palladium as catalyst for 2-arylation and vinylation      98Ч100
Palladium as catalyst for 3-allylation of indoles      108
Palladium as catalyst for carbocyclic substitution      141Ч143
Palladium as catalyst for carbonylation of indol-2-ylborates      101
Palladium as catalyst for coupling with alkynes      112
Palladium as catalyst for cyclization of N-allylanilines      35Ч38
Palladium as catalyst for cyclization of o-aminophenylacetylenes      20 24
Palladium as catalyst for cyclization of o-halo-N-vinylanilines      38 39
Palladium as catalyst for Heck reactions      16 109Ч111 131Ч132 141Ч143
Palladium as catalyst for oxidation of o-nitrostyrenes      16
Phase transfer catalysis      89 92
Pyrano[3,4-b]indol-3-ones      167
Pyrrole-2,3-quinodimethane intermediates      85Ч87
Pyrroles, indoles from      79Ч83
Pyrroles, vinyl derivatives, indoles from      84Ч85
Reductive cyclization of $\beta$-dialkylamino-o-nitrostyrenes      8
Reductive cyclization of o,N-diacylanilnes      32 33
Reductive cyclization of o-$\beta$-dinitrostyrenes      11
Reductive cyclization of o-chloroacetylanilines      75Ч77
Reductive cyclization of o-nitrophenylacetic acids to oxindoles      17
Reductive cyclization of o-nitrostyrenes      24Ч26
S-3-phenyl-2-[N-(trifluoroacetyl)pyrrolidin-2-yl]indole, procedure for      32Ч33
Sugasawa indole synthesis      75Ч77
Suzuki coupling reaction      111 143
Toluidines, indoles from      49
Tri-n-butyl phosphine, as catalyst for gramine alkylation      119Ч121
Tryptamine derivatives from piperidone-3-carboxylate esters      67
Tryptamine derivatives, by Fischer indole synthesis      61Ч63
Tryptamine derivatives, from diethyl (3-chloropropyl)malonate      67
Tryptamine derivatives, Grandberg method for      62
Tryptamine derivatives, synthesis of      67 125Ч129
Tryptophan derivatives      1
Tryptophan derivatives, synthesis of      107 109Ч110 129Ч134
Vilsmeier-Haack reagents      113
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