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Palladium(II) and bidentate phosphine-catalyzed selective synthesis of N-aryl-2-pyrrolidinones via cyclocarbonylative coupling of 2-aminophenol and 2-aminothiophenol

✍ Scribed by Luigia Longo; Giuseppe Mele; Giuseppe Ciccarella; Vito Sgobba; Bassam El Ali; Giuseppe Vasapollo

Publisher: John Wiley and Sons
Year: 2002
Tongue: English
Weight: 131 KB
Volume: 16
Category: Article
ISSN: 0268-2605
DOI: 10.1002/aoc.338

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✦ Synopsis

Abstract

The inter‐ and intra‐molecular regioselective cyclocarbonylative coupling of 2‐aminophenol (1a) and 2‐aminothiophenol (1b) with various allylhalides was achieved in the presence of a catalytic amount of palladium acetate and 1,4‐bis(diphenylphosphino)butane to afford N‐aryl‐2‐pyrrolidinones (3, 4) in 47–65% yields. Other aminophenol derivatives have also been used and gave good yields of the corresponding N‐aryl‐2‐pyrrolidinones. Copyright © 2002 John Wiley & Sons, Ltd.

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