Base-Mediated Tandem Reaction Consisting of an Acyl Shift Strategy Leading to 4,5-Disubstiuted Furan-2(5H)-ones

✍ Scribed by Yong Lei; Zhi-Qiang Wang; Ye-Xiang Xie; Shang-Ci Yu; Bo-Xiao Tang; Jin-Heng Li

• Publisher: John Wiley and Sons
• Year: 2011
• Tongue: English
• Weight: 197 KB
• Volume: 353
• Category: Article
• ISSN: 1615-4150
• DOI: 10.1002/adsc.201000762

✦ Synopsis

Abstract

The first example of the synthesis of 4,5‐disubstiuted furan‐2(5__H__)‐ones by base‐mediated tandem acyl shift/cyclization/decarbonylation reactions of aroylmethyl 2‐alkynoates has been developed. This new and inexpensive tandem route allows both a CO bond and a C__sp__^3^C__sp__^2^ bond forming in one step involving an unprecedented acyl rearrangement process.