A facile rearrangement of pyrroloindoline derivative to pyrroloquinoline: A new analogues of duocarmycins

✍ Scribed by Naim H. Al-Said; Khaled Q. Shawakfeh; Baha A. Hammad

• Publisher: Journal of Heterocyclic Chemistry
• Year: 2008
• Tongue: English
• Weight: 315 KB
• Volume: 45
• Category: Article
• ISSN: 0022-152X
• DOI: 10.1002/jhet.5570450513

✦ Synopsis

Abstract

magnified image

Free‐radical generated at C‐7 position of indole derivative bearing N‐(3′‐chloroallyl) group prompted a regioselective intramolecular cyclization to furnish pyrroloindoline derivative, through the more favorable 5‐exo‐trig cyclization mode. The pyrroloindoline compound smoothly rearranged to pyrroloquinoline under mild conditions.