Access to indole- and pyrrole-fused diketopiperazines via tandem Ugi-4CR / intramolecular cyclization and its regioselective ring opening by intermolecular transamidation
IR@CDRI: CSIR-Central Drug Research Institute, Lucknow
View Archive Info| Field | Value | |
| Creator |
Pandey, Shashi
Khan, Shahnawaz Singh, Awantika Gauniyal, H M Kumar, Brijesh Chauhan, P M S |
|
| Date |
2013-02-05T09:22:40Z
2013-02-05T09:22:40Z 2012 |
|
| Identifier |
Journal of Organic Chemistry, 2012, 77 (22), 10211–10227
http://hdl.handle.net/123456789/993 |
|
| Description |
An efficient approach for the synthesis of indole- and pyrrole-fused diketopiperazines has been developed. This protocol involves the Ugi four-component reaction (U-4CR) followed by an intramolecular cyclization of the Ugi products at room temperature to afford the desired products in good to excellent yields. In addition, it is interesting to report the subsequent regioselective ring opening of diketopiperazine unit occur via an intermolecular transamidation reaction under mild condition, resulting in the formation of highly functionalized indole-2-carboxamides and pyrrole-2-carboxamides.
|
|
| Format |
1017895 bytes
application/pdf |
|
| Language |
en
|
|
| Relation |
CDRI Communication No. 8333
|
|
| Subject |
Diketopiperazine
Intramolecular cyclization |
|
| Title |
Access to indole- and pyrrole-fused diketopiperazines via tandem Ugi-4CR / intramolecular cyclization and its regioselective ring opening by intermolecular transamidation
|
|
| Type |
Article
|
|