Amit Z Chaudhari

CONTENT

Properties, synthesis, reactions & medicinal uses of…

2018 2
 PYRROLE
Properties
1. Aromaticity

2018 3
 PYRROLE
Properties
1. Aromaticity

2018 4
 PYRROLE
Properties

2018 5
 PYRROLE
Synthesis
1. From Furans

2018 6
 PYRROLE
Synthesis
2. Paal-Knorr synthesis

2018 7
 PYRROLE
Synthesis
2. Paal-Knorr synthesis

2018 8
 PYRROLE
Synthesis
3. Hantzsch Pyrrole synthesis

2018 9
 PYRROLE
Synthesis
3. Hantzsch Pyrrole synthesis

2018 10
 PYRROLE
Synthesis
4. Knorr synthesis

2018 11
 PYRROLE
Synthesis
4. Knorr synthesis
Mechanism

2018 12
 PYRROLE
Reactions
1. Electrophilic substitution

2018 13
 PYRROLE
Reactions
1. Electrophilic substitution
Pyrrole undergoes electrophilic substitution reaction
at 2nd position

2018 14
 PYRROLE
Reactions
1. Electrophilic substitution

2018 15
 PYRROLE
Reactions
2. Reduction

2018 16
 PYRROLE
Reactions
3. Reimer Tiemann reaction

2018 17
 PYRROLE
Reactions

2018 18
 PYRROLE
Medicinal uses

2018 19
 FURAN
Properties
1. Aromaticity

2018 20
 FURAN
Properties
1. Aromaticity

2018 21
 FURAN
Synthesis
1. Paal-Knorr synthesis of furan

2018 22
 FURAN
Synthesis
1. Paal-Knorr synthesis of furan

2018 23
 FURAN
Synthesis
2. Feist – Benary Synthesis

2018 24
 FURAN
Synthesis
2. Feist – Benary Synthesis
Mechanism

2018 25
 FURAN
Synthesis
3. From carbohydrate

2018 26
 FURAN
Reactions
1. Electrophilic substitution
furan undergoes electrophilic substitution reaction at
2nd position

2018 27
 FURAN
Reactions
1. Electrophilic substitution

2018 28
 FURAN
Reactions
1. Electrophilic substitution

2018 29
 FURAN
Reactions
2. Reduction

2018 30
 FURAN
Reactions
3. Diels-Alder reaction

2018 31
 FURAN
Reactions
3. Diels-Alder reaction

2018 32
 FURAN
Reactions
4. Pyrrole synthesis

2018 33
 FURAN
Medicinal uses

2018 34
 THIOPHENE
Properties
1. Aromaticity

2018 35
 THIOPHENE
Properties
1. Aromaticity

2018 36
 THIOPHENE
Properties
1. Aromaticity

2018 37
 THIOPHENE
Synthesis
1. Paal-Knorr synthesis of thiophene

2018 38
 THIOPHENE
Synthesis
1. Paal-Knorr synthesis of furan
Mechanism

2018 39
 THIOPHENE
Synthesis
2. From sod. succinate

2018 40
 THIOPHENE
Synthesis
3. Hinsberg Synthesis

2018 41
 THIOPHENE
Reactions
1. Electrophilic substitution
thiophene undergoes electrophilic substitution reaction
at 2nd position

2018 42
 THIOPHENE
Reactions
1. Electrophilic substitution

2018 43
 THIOPHENE
Reactions
1. Electrophilic substitution

2018 44
 THIOPHENE
Reactions
2. Reduction

2018 45
 THIOPHENE
Reactions
3. reaction

2018 46
 THIOPHENE
Medicinal uses

2018 47
 THIOPHENE
Medicinal uses

2018 48
 PYRAZOLE
Properties
1. Aromaticity

2018 49
 PYRAZOLE
Properties
1. Aromaticity

2018 50
 PYRAZOLE
Properties

2018 51
 PYRAZOLE
Synthesis
1. From pyrimidine

2018 52
 PYRAZOLE
Synthesis
1. From pyrimidine

2018 53
 PYRAZOLE
Synthesis
2. Knorr pyrazole synthesis
- .

2018 54
 PYRAZOLE
Synthesis
2. Knorr pyrazole synthesis
mechanism

2018 55
 PYRAZOLE
Synthesis
2. Knorr pyrazole synthesis
Examples

2018 56
 PYRAZOLE
Synthesis
3. From Nitrile Imines

2018 57
 PYRAZOLE
Synthesis

2018 58
 PYRAZOLE
Reactions

2018 59
 PYRAZOLE
Reactions

2018 60
 PYRAZOLE
Reactions

2018 61
 PYRAZOLE
Reactions

2018 62
 PYRAZOLE
Reactions

2018 63
 PYRAZOLE
Reactions

2018 64
 PYRAZOLE
Reactions

2018 65
 PYRAZOLE
Reactions

2018 66
 PYRAZOLE
Medicinal Use

2018 67
 IMIDAZOLE
Properties
1. Aromaticity

2018 68
 IMIDAZOLE
Properties
1. Aromaticity

2018 69
 IMIDAZOLE
Properties

2018 70
 IMIDAZOLE
Synthesis

2018 71
 IMIDAZOLE
Synthesis
2. From an α- Halo - Carbonyl Component

What is α- Halo - Carbonyl Compound ????

2018 72
 IMIDAZOLE
Synthesis
3. From Dehydrogenation of Imidazoline

2018 73
 IMIDAZOLE
Reactions
1. Electrophilic addition to N

???

2018 74
 IMIDAZOLE
Reactions
1. Electrophilic addition to N

2018 75
 IMIDAZOLE
Reactions
1. Electrophilic addition to N

2018 76
 IMIDAZOLE
Reactions
2. Electrophilic substitution to C

??? ???

2018 77
 IMIDAZOLE
Reactions
2. Electrophilic substitution to C

2018 78
 IMIDAZOLE
Reactions
3. Imidazole catalyzed ester HL

Slow reaction due to weak Nu: (H2O)

2018 79
 IMIDAZOLE
Reactions
3. Imidazole catalyzed ester HL

2018 80
 IMIDAZOLE
Medicinal uses

2018 81
 IMIDAZOLE
Medicinal uses

2018 82
 OXAZOLE
Properties
1. Aromaticity

2018 83
 OXAZOLE
Properties
1. Aromaticity

2018 84
 OXAZOLE
Synthesis
1. Robinson-Gabriel synthesis

2018 85
 OXAZOLE
Synthesis
1. Robinson-Gabriel synthesis
Mechanism

2018 86
 OXAZOLE
Synthesis
2. From an α- Hydroxy - Carbonyl Component

α- Hydroxy - Carbonyl Component ????

2018 87
 OXAZOLE
Synthesis
2. From an α- Hydroxy - Carbonyl Component

E.g.

2018 88
 OXAZOLE
Synthesis
3. From Isocyanides

E.g.

2018 89
 OXAZOLE
Reactions
1. Electrophilic addition to N

2018 90
 OXAZOLE
Reactions
2. Electrophilic substitution to C

2018 91
 OXAZOLE
Reactions
3. Diels-Alder Reaction

2018 92
 OXAZOLE
Reactions
3. Diels-Alder Reaction

2018 93
 OXAZOLE
Reactions
3. Diels-Alder Reaction
(2) Kondrat'eva pyridine synthesis

2018 94
 OXAZOLE
Reactions
3. Diels-Alder Reaction
(2) Kondrat'eva pyridine synthesis

2018 95
 OXAZOLE
Medicinal uses

2018 96
 THIAZOLE
Properties
1. Aromaticity

2018 97
 THIAZOLE
Properties
1. Aromaticity

2018 98
 THIAZOLE
Synthesis
1. Gabriel synthesis

2018 99
 THIAZOLE
Synthesis
1. Gabriel synthesis
Mechanism

2018 100
 THIAZOLE
Synthesis
2. From an α- Hydroxy - Carbonyl Component
( Hantzsch Thiazole Synthesis)

2018 101
 THIAZOLE
Synthesis
2. From an α- Hydroxy - Carbonyl Component
( Hantzsch Thiazole Synthesis)
Mechanism

2018 102
 THIAZOLE
Synthesis
3. From an thiocyanate salts

2018 103
 THIAZOLE
Reactions
1. Electrophilic addition to N
a. Protonation (basic property)

2018 104
 THIAZOLE
Reactions
2. Electrophilic substitution to C

2018 105
 THIAZOLE
Reactions
2. Electrophilic substitution to C

2018 106
 THIAZOLE
Reactions

2018 107
 THIAZOLE
Medicinal uses

2018 108
 THIAZOLE
Medicinal uses

2018 109
 PYRIDINE
Properties
1. Aromaticity

2018 110
 PYRIDINE
Properties
1. Aromaticity

2018 111
 PYRIDINE
Properties
2. Basicity

2018 112
 PYRIDINE
Properties
2. Basicity
Pyridine is more basic than pyrrole

2018 113
 PYRIDINE
Properties
2. Basicity

2018 114
 PYRIDINE
Properties
2. Basicity

2018 115
 PYRIDINE
Properties
3. Tautomerism

2018 116
 PYRIDINE
Synthesis
1. Hantzsch pyridine synthesis

2018 117
 PYRIDINE
Synthesis
1. Hantzsch pyridine synthesis

2018 118
 PYRIDINE
Synthesis
1. Hantzsch pyridine synthesis

2018 119
 PYRIDINE
Synthesis
2. The Guareschi Synthesis

2018 120
 PYRIDINE
Synthesis
3. From 1,5 - Dicarbonyl Compounds

2018 121
 PYRIDINE
Synthesis
4. From Oxazoles Kondrat'eva pyridine synthesis

2018 122
 PYRIDINE
Reactions
1. Electrophilic addition to N

2018 123
 PYRIDINE
Reactions

2018 124
 PYRIDINE
Reactions
2. Electrophilic substitution to C

C2

C3

C4

2018 125
 PYRIDINE
Reactions
2. Electrophilic substitution to C

2018 126
 PYRIDINE
Reactions
2. Electrophilic substitution to C

2018 127
 PYRIDINE
Reactions
3. Nucleophilic substitution
Why pyridine undergoes nucleophilic substitution
reaction at 2-position.

C3

C2

2018 128
 PYRIDINE
Reactions
3. Nucleophilic substitution

2018 129
 PYRIDINE
Reactions
4. Pyridine as Nucleophilic catalyst

2018 130
 PYRIDINE
Reactions
5. Reduction

2018 131
 PYRIDINE
Medicinal uses

2018 132
 PYRIDINE
Medicinal uses

2018 133
 PYRIDINE
Medicinal uses

2018 134
 AZEPINES
Properties
1. Aromaticity

2018 135
 AZEPINES
Properties
2. Tautomerism

2018 136
 AZEPINES
Synthesis
1. Valence-bond Isomerization

2018 137
 AZEPINES
Synthesis
2. From Phenylazide

2018 138
 AZEPINES
Synthesis
3. From Nitrobenzene

2018 139
 AZEPINES
Reactions

2018 140
 AZEPINES
Reactions
3. Diels-Alder reaction
- 6+2 π electron reaction

2018 141
 AZEPINES
Medicinal Uses

2018 142
 QUINOLINE
Properties
1. Aromatic

2018 143
 QUINOLINE
Synthesis
1. Skraup Quinoline synthesis

2018 144
 QUINOLINE
Synthesis
1. Skraup Quinoline synthesis
Mechanism

2018 145
 QUINOLINE
Synthesis
1. Skraup Quinoline synthesis

2018 146
 QUINOLINE
Synthesis
2. Doebner-Miller Synthesis

2018 147
 QUINOLINE
Synthesis
3. Friedlander Synthesis

2018 148
 QUINOLINE
Reactions
1. Electrophilic addition to N

2018 149
 QUINOLINE
Reactions
2. Electrophilic aromatic substitution

2018 150
 QUINOLINE
Reactions
3. Reduction reactions

2018 151
 QUINOLINE
Reactions
4. Oxidation

2018 152
 QUINOLINE
Reactions
5. Nucleophilic substitution

2018 153
 QUINOLINE
Medicinal uses

2018 154
 QUINOLINE
Medicinal uses

2018 155
 ISOQUINOLINE
Properties
1. Aromatic

2018 156
 ISOQUINOLINE
Synthesis
1. Bischler-Napieralski Isoquinoline synthesis

2018 157
 ISOQUINOLINE
Synthesis
2. The Pictet – Gams synthesis

2018 158
 ISOQUINOLINE
Synthesis
3. Pomeranz–Fritsch synthesis

2018 159
 ISOQUINOLINE
Reactions
1. Electrophilic addition to N

2018 160
 ISOQUINOLINE
Reactions
2. Electrophilic aromatic substitution

2018 161
 ISOQUINOLINE
Reactions
3. Reduction reactions

2018 162
 ISOQUINOLINE
Reactions
4. Oxidation

2018 163
 ISOQUINOLINE
Reactions
5. Nucleophilic substitution

2018 164
 ISOQUINOLINE
Medicinal uses

2018 165
 ISOQUINOLINE
Medicinal uses

2018 166
 ACRIDINE
Properties
1. Aromatic

2018 167
 ACRIDINE
Synthesis
1. From diphenyl amine-2-carboxylic acid

2018 168
 ACRIDINE
Synthesis
2. Bernthsen acridine synthesis

2018 169
 ACRIDINE
Reactions
1. Electrophilic addition to N

2018 170
 ACRIDINE
Reactions
2. Electrophilic aromatic substitution

2018 171
 ACRIDINE
Reactions
3. Reduction reactions

2018 172
 ACRIDINE
Reactions
4. Oxidation

2018 173
 ACRIDINE
Reactions
5. Nucleophilic substitution

2018 174
 ACRIDINE
Medicinal uses

2018 175
 INDOLE
Properties
1. Aromatic

2018 176
 INDOLE
Synthesis
1. Fischer indole synthesis

2018 177
 INDOLE
Synthesis
1. Fischer indole synthesis
Mechanism

2018 178
 INDOLE
Synthesis
1. Fischer indole synthesis
Mechanism

2018 179
 INDOLE
Synthesis
1. Fischer indole synthesis

2018 180
 INDOLE
Synthesis
2. Bischler–Möhlau indole synthesis

2018 181
 INDOLE
Synthesis
3. Madelung synthesis

2018 182
 INDOLE
Synthesis
3. Madelung synthesis
E.g.

2018 183
 INDOLE
Reactions
1. Electrophilic addition to N

2018 184
 INDOLE
Reactions
2. Electrophilic aromatic substitution

2018 185
 INDOLE
Reactions
2. Electrophilic aromatic substitution

2018 186
 INDOLE
Reactions
2. Electrophilic aromatic substitution

2018 187
 INDOLE
Reactions
2. Electrophilic aromatic substitution

2018 188
 INDOLE
Reactions
2. Electrophilic aromatic substitution

2018 189
 INDOLE
Reactions
3. Reduction reactions

2018 190
 INDOLE
Reactions
4. Nucleophilic substitution

2018 191
 INDOLE
Medicinal uses
(1) Indole alkaloids :

2018 192
 INDOLE
Medicinal uses

2018 193
 INDOLE
Medicinal uses

2018 194
 PYRIMIDINE
Properties
1. Aromatic

2018 195
 PYRIMIDINE
Synthesis
1. From 1,3 - Dicarbonyl Compound

2018 196
 PYRIMIDINE
Synthesis
1. From 1,3 - Dicarbonyl Compound

2018 197
 PYRIMIDINE
Synthesis
2. From a , b - Unsaturated Ketones

2018 198
 PYRIMIDINE
Synthesis

2018 199
 PYRIMIDINE
Reactions
1. Electrophilic addition to N

2018 200
 PYRIMIDINE
Reactions
2. Electrophilic aromatic substitution

2018 201
 PYRIMIDINE
Reactions
3. Nucleophilic substitution

2018 202
 PYRIMIDINE
Reactions
3. Nucleophilic substitution

2018 203
 PYRIMIDINE
Medicinal uses

2018 204
 PYRIMIDINE
Medicinal uses

2018 205
 PYRIMIDINE
Medicinal uses

2018 206
 PURINE
Properties
1. Aromatic

2018 207
 PURINE
Properties
3. Tautomerism

2018 208
 PURINE
Synthesis
1. Traube Synthesis

2018 209
 PURINE
Synthesis
1. Traube Synthesis

2018 210
 PURINE
Synthesis
2. From formamide

2018 211
 PURINE
Synthesis
3. From substituted imidazole

2018 212
 PURINE
Reactions
1. Electrophilic addition to N

2018 213
 PURINE
Reactions
2. Electrophilic aromatic substitution

2018 214
 PURINE
Reactions
3. Nucleophilic substitution

2018 215
 PURINE
Medicinal uses

2018 216
 PURINE
Medicinal uses

2018 217