Index 201of tetrathiafulvalene 194
of 1,2,4,5-tetrazine 142
of tetrazoles 136
of 1,2,3-thiadiazoles 139
of 1,2,5-thiadiazoles 139
of 1,3,4-thiadiazoles 139
of thiazoles 46, 116, 117, 118
of 1,2,3-thiazolo[3,2-c][1,2,3]triazole 148
of thietanes 155
of thiophenes 105, 106
of 1,2,3-triazines 139
of 1,2,4-triazines 142
of 1,2,3-triazoles 136
of 1,2,4-triazoles 136
of 1,2,4-triazolo[1,5-a]pyridine 147
of 1,3,4-oxadiazoles 139
Hexaconazole 184
Hexazine 139
Hippuric acid, conversion into 5-oxazolone, 2-phenyl- 115
Histamine 158, 169
Histidine 158
Hiyama–Denmark reaction 25
HMF, see 5-Hydroxymethylfurfural
HMG CoA reductase 175
Hofmann–Löffl er–Freytag ring synthesis of pyrrolidines 156
5-HT, see Serotonin
Hückel’s rule 4
Hydralazine (Apresoline) 173
Hydrazine, in ring synthesis of pyrazoles 119
Hydrazonyl halides, in formation of nitrile imines 120
Hydrogen bonding in nucleic acids 164
Hydroxylamine, in ring synthesis of isoxazoles 119, 120
2-Hydroxybenzaldehyde, see Salicylaldehyde
5-Hydroxytryptamine, see Serotonin
Hypoxanthine (Inosine) 122, 123, 131, 164, 165
basicity 124
Idoxuridine 177
IMes, see 1,3-Dimesitylimidazol-2-ylidene
Imidacloprid 182
Imidazo[2,1-b]oxazole, 3-methyl-6-phenyl-,
ring synthesis 148
Imidazo[1,2-a]pyridine 143, 145
2,3-dimethyl-, ring synthesis 147
5-lithio-3-methoxy-2-phenyl-, from the heterocycle 145
8-lithio-3-methyl-2-phenyl-, from the heterocycle 145
3-methyl-, bromination 145
nitration 145
5,6,7,8-tetrahydro-2,3-dimethyl-, ring synthesis 117
Imidazo[1,5-a]pyridine 145
5-lithio-3-ethylthio-, from the heterocycle 146
Friedel–Crafts acetylation 145
reaction with PhCOCl/Et 3 N 145
Imidazo[1,5-c]pyrimidine 145
Imidazo[1,5-d][1,2,4]triazine 145
Imidazolium, 1,3,4,5-tetramethyl-, C-2–deprotonation 114
Imidazol-2-ylidene, 1,3-dimesityl- 114
Imidazoles
1-acetyl-, synthesis fom imidazole 108
1-acetyl-4-t-butyl-, from 4(5)-t-butylimidazole 108
2-acetylamino-4-ethyl-, ring synthesis 117
acidity 10, 110
2-amino-, basicity 116
5-amino-4-carboxamide (AICA) 131
basicity 10, 107
1-benzyl-5-t-butyl-, from 1-acetyl-4-t-butylimidazole 108
4(5)-bromo-, in Suzuki–Miyaura reaction 113
1-t-butyl-5-methyl-, ring synthesis 118
chymotrypsin, mechanism of action 159
copper-catalysed N-arylation 30
with 2-bromothiazole 30
with 2-bromothiophene 30, 111
with 3-bromo-6-aminopyridine 30
1-dimethylaminosulfonyl-2-ZnCl, in Negishi reaction 25
disconnections for ring synthesis 116
electrophilic addition 107
2-formyl-, ring synthesis 118
5-formyl-2-phenylthio-, from N-SEM- 111
2-lithio-1-SEM-, from 1-SEM-imidazole 111
5-lithio-1-SEM-2-phenylthio-,
from 1-SEM-2-phenylthioimidazole 111
mesomeric/resonance structures 8
nitration 109
nomenclature, 4(5)- 108
numbering 2
1-phenylsulfonyl-, from imidazole 111
ring synthesis via dipolar cycloaddition reaction 116
structure 8
tautomerism 108
tribromination 109
types of ring nitrogen 8
Imidazolium cation 107
cross links 190
1,3-di(2,6-diisopropylphenyl)-, ring synthesis 119
4,5-dihydro-1,3-di(2,6-diisopropylphenyl)-, ring
synthesis 119
ylides 113
Imidazolyl anion, from imidazole 110
Imigran 172
Imines 14, 18
Iminium electrophile 13
Imino ether, in ring synthesis of an imidazole 118
Imuran 178
Indazifl am 183
1 H-Indazole, see Indazole
Indazole, numbering 2
Indian arrow poison 171
Indigo carmine 180
Indigo 94
in blue jeans 180
Indocin 174
Indol-3-yl-(CH 2 ) 4 OH, reaction with acid 89
Indolall 191
1 H-Indole, see Indole
Indoles
3-acetic acid, oxidation to the oxindole 92
3-acetoxy-1-ethyl-, ring synthesis 97
acetylation 87
acidity 10
3-acyl-, reduction to 3-alkyl- 93
3-adamantyl-1-methyl-2-phenyl-, ring synthesis 96
3-n-amyl-2,5-dimethyl-, ring synthesis 95
N-arylation 89, 90
Birch reduction 92