Bromination of α-Benzylidene-γ-butyrolactone

✍ Scribed by Zimmer, Hans ;Hillstorm, Warren W. ;Rothe, Johannes ;Schmidt, James C.

• Publisher: Wiley (John Wiley & Sons)
• Year: 1978
• Weight: 262 KB
• Volume: 1978
• Category: Article
• ISSN: 0074-4617
• DOI: 10.1002/jlac.197819780115

✦ Synopsis

Abstract

The N‐bromosuccinimide bromination of α‐benzylidene‐γ‐butyrolactone (1) proceeds with allylic rearrangement to yield 3‐(α‐bromobenzyl)‐2(5__H__)‐furanone (3a). A number of reactions of this compound are described. Bromination of 1 with elemental bromine leads to α‐bromo‐α‐(α‐bromobenzyl)‐γ‐butyrolactone.