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First Synthesis of Pyrrolo[1,2:1′,2′]azepino[5,6-b]indole Derivatives.

✍ Scribed by Julien Perron; Benoit Joseph; Jean-Yves Merour


Publisher
John Wiley and Sons
Year
2003
Weight
110 KB
Volume
34
Category
Article
ISSN
0931-7597

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✦ Synopsis


Abstract

For Abstract see ChemInform Abstract in Full Text.


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## Abstract Cyclic β‐amino esters **4**, obtained from lactams, were condensed with indole‐2‐carbonyl chloride to afford the corresponding amides. Similarly, unusual conditions led to cyclisation at the 3‐position of the indole moiety in the presence of __p__TSA and ethylene glycol to afford previo

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## Abstract 3‐Amino‐4‐(3‐indolyl)pyrrolin‐2,5‐diones are condensed with various aldehydes and ketones to the cor responding imines. Under Pictet‐Spengler conditions, the latter do not cyclize to pyrrolo‐β‐carbolines, but readily yield pyrrolo[3′,4′:2,3]azepino[4,5,6‐__cd__]indole‐8,10‐diones.