Access to indole- and pyrrole-fused diketopiperazines via tandem Ugi-4CR / intramolecular cyclization and its regioselective ring opening by intermolecular transamidation

Pandey, Shashi; Khan, Shahnawaz; Singh, Awantika; Gauniyal, H M; Kumar, Brijesh; Chauhan, P M S

dc.contributor.author	Pandey, Shashi
dc.contributor.author	Khan, Shahnawaz
dc.contributor.author	Singh, Awantika
dc.contributor.author	Gauniyal, H M
dc.contributor.author	Kumar, Brijesh
dc.contributor.author	Chauhan, P M S
dc.date.accessioned	2013-02-05T09:22:40Z
dc.date.available	2013-02-05T09:22:40Z
dc.date.issued	2012
dc.identifier.citation	Journal of Organic Chemistry, 2012, 77 (22), 10211–10227	en
dc.identifier.uri	http://hdl.handle.net/123456789/993
dc.description.abstract	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.	en
dc.format.extent	1017895 bytes
dc.format.mimetype	application/pdf
dc.language.iso	en	en
dc.relation.ispartofseries	CDRI Communication No. 8333	en
dc.subject	Diketopiperazine	en
dc.subject	Intramolecular cyclization	en
dc.title	Access to indole- and pyrrole-fused diketopiperazines via tandem Ugi-4CR / intramolecular cyclization and its regioselective ring opening by intermolecular transamidation	en
dc.type	Article	en