A Cascade of Acid-Promoted C-O Bond Cleavage and Redox Reactions: From Oxa-Bridged Benzazepines to Benzazepinones

作者:Zhang Yuewei; Yang Fengzhi; Zheng Lianyou; Dang Qun; Bai Xu*
来源:Organic Letters, 2014, 16(23): 6041-6043.
DOI:10.1021/ol502971e

摘要

A sequence of C-O bond cleavage and redox reactions in oxa-bridged azepines was realized under acid promoted conditions. This protocol provides an atom-economical and straightforward approach to access benzo[b]azepin-5(2H)-ones in high yields. The formal synthesis of tolvaptan was achieved by exploiting this new transformation.