## Abstract For Abstract see ChemInform Abstract in Full Text.
First synthesis of pyrrolo[1,2:1′,2′]azepino[5,6-b]indole derivatives
✍ Scribed by Julien Perron; Benoı̂t Joseph; Jean-Yves Mérour
- Publisher
- Elsevier Science
- Year
- 2003
- Tongue
- French
- Weight
- 118 KB
- Volume
- 44
- Category
- Article
- ISSN
- 0040-4039
No coin nor oath required. For personal study only.
✦ Synopsis
A new family of pyrrolo[1,2:1%,2%]azepino [5,6-b]indole derivatives 8,15 related to anthramycin skeleton was prepared in good yield from indole-2-carboxylic acid and b-aminoesters 4 through intramolecular cyclisation.
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Considerable attention has been given during the last decade to some metabolic products of a group of Streptomyces, "the mitomycines", which show remarkable antibiotic and antitumoral activity.
## 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.
## 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