✦ LIBER ✦

Synthesis of Pyrano[3,2-b]indole Derivatives Based on Intramolecular Hetero-DielsAlder of 2-Benzylidene-2,3-dihydro-1H-indol-3-ones

✍ Scribed by Yann Davion; Benoît Joseph; Valérie Bénéteau; Jean-Michel Léger; Christian Jarry; Jean-Yves Mérour

Publisher: John Wiley and Sons
Year: 2003
Tongue: German
Weight: 199 KB
Volume: 86
Category: Article
ISSN: 0018-019X
DOI: 10.1002/hlca.200390218

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✦ Synopsis

Abstract

Pyrano[3,2‐b]indole derivatives 2–6 were synthesized in good yields from 1‐acetyl‐2‐benzylidene‐2,3‐dihydro‐1__H__‐indol‐3‐ones 8 and 13–15 by an intramolecular hetero‐DielsAlder reaction. The structures of compounds 2a, 3a, 4, 5, and 6 were unambiguously established by X‐ray analysis. Compounds 4 and 5 were further aromatized to the corresponding derivatives 16 and 17, respectively.

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