Synthesis of substituted 1H- and 3H-1-benzazepines: Rearrangement of 2-alkoxycarbonyl-1H-1-benzazepines to isoquinolines
IR@CDRI: CSIR-Central Drug Research Institute, Lucknow
View Archive Info| Field | Value | |
| Creator |
Singh, Vijay
Batra, Sanjay |
|
| Date |
2007-12-07T07:10:23Z
2007-12-07T07:10:23Z 2007 |
|
| Identifier |
Eur. J. Org. Chem., 2970-2979 ( 2007)
http://hdl.handle.net/123456789/39 |
|
| Description |
The SnCl2-mediated reduction of nitro groups in 2-nitro-4-(2-nitro-benzylidene)-alkanoates and 4-nitro-2-(2-nitro-alkylidene)-alkanoates afforded via SN2′ reaction of ethyl nitroacetate and nitroethane with the acetyl derivatives of Baylis-Hillman adducts afforded by 2-nitro-substituted benzaldehydes leads to facile synthesis of substituted 1H-1-benzazepine and 3H-1-benzazepine. During the study an unprecedented rearrangement of 2-alkoxycarbonyl-1H-benzazepine to substituted isoquinoline has been observed.
|
|
| Format |
184488 bytes
application/pdf |
|
| Language |
en
|
|
| Relation |
CDRI Communication no. 7149
|
|
| Subject |
Baylis-Hillman reaction
SnCl2.2H2O Nitrogen heterocycles Rearrangement. |
|
| Title |
Synthesis of substituted 1H- and 3H-1-benzazepines: Rearrangement of 2-alkoxycarbonyl-1H-1-benzazepines to isoquinolines
|
|
| Type |
Article
|
|