AuI-Catalyzed Intramolecular Cyclization of 2-Alkenylphenyl Carbonyl Compounds: Exploring the Oxophilic Lewis Acidity of AuI Species

✍ Scribed by Arun R. Jagdale; So Won Youn

• Publisher: John Wiley and Sons
• Year: 2011
• Tongue: English
• Weight: 760 KB
• Volume: 2011
• Category: Article
• ISSN: 1434-193X
• DOI: 10.1002/ejoc.201100113

✦ Synopsis

Abstract

A Au^I^‐catalyzed intramolecular cyclization reaction of 2‐alkenylphenyl carbonyl compounds to afford a variety of indene, indenol, and indanone ring systems was developed. In this process, Au^I^ serves to activate the carbonyl group of β‐keto esters, aldehydes, and ketones, preferentially exhibiting oxophilicity in the presence of C–C multiple bonds. Furthermore, β‐keto esters could participate as the electrophilic partner in reactions with carbon nucleophile such as alkenes.