Application of 7-endo trig Pictet-Spengler cyclization to the formation of benzazepine ring: Synthesis of new benzazepinoindoles

Sharma, S K; Sharma, Sunil; Agarwal, P K; Kundu, Bijoy

dc.contributor.author	Sharma, S K
dc.contributor.author	Sharma, Sunil
dc.contributor.author	Agarwal, P K
dc.contributor.author	Kundu, Bijoy
dc.date.accessioned	2010-09-09T08:56:55Z
dc.date.available	2010-09-09T08:56:55Z
dc.date.issued	2009
dc.identifier.citation	Eur. J. Org. Chem. 2009(9), 1309-1312	en
dc.identifier.uri	http://hdl.handle.net/123456789/603
dc.description.abstract	The preparation of benzazepinoindoles, a fused heterocycles with a benzazepine moiety was realised via an intramolecular 7-endo trig Pictet-Spengler cyclization. The precursors comprising C-3- or C-2-linked o-aminobenzyl indoles (5 and 6) required for the cyclization were obtained by treating either indoles with o-nitrobenzyl bromide followed by reduction of the nitro group or by treating 2-nitrophenylacetic acid with DCC/DMAP followed by reduction of the aryl nitro functionality. The resulting substrates 5 and 6 were then subjected to the 7-endo trig Pictet-Spengler reaction with a variety of aldehydes and ketones to furnish new polycyclic structures benzazepinoindoles.	en
dc.format.extent	56595 bytes
dc.format.mimetype	application/pdf
dc.language.iso	en	en
dc.subject	Pictet-Spengler reaction	en
dc.subject	Fused-ring systems	en
dc.subject	Benzazepine	en
dc.subject	7-endo trig cyclization	en
dc.subject	polycycles	en
dc.title	Application of 7-endo trig Pictet-Spengler cyclization to the formation of benzazepine ring: Synthesis of new benzazepinoindoles	en
dc.type	Article	en