Catalytic Enantioselective Halocyclizations to Access Benzoxazepinones and Benzoxazecinones

Xiaojian Jiang; Xi Xu; Wei Xu; Pei Yu; Ying-Yeung Yeung

doi:10.1021/acs.orglett.1c02117

Catalytic Enantioselective Halocyclizations to Access Benzoxazepinones and Benzoxazecinones

Org Lett. 2021 Aug 20;23(16):6316-6320. doi: 10.1021/acs.orglett.1c02117. Epub 2021 Aug 3.

Authors

Xiaojian Jiang¹, Xi Xu¹, Wei Xu¹, Pei Yu¹, Ying-Yeung Yeung²

Affiliations

¹ International Cooperative Laboratory of Traditional Chinese Medicine Modernization and Innovative Drug Development of Chinese Ministry of Education (MOE), College of Pharmacy, Jinan University, Guangzhou 510632, China.
² Department of Chemistry and State Key Laboratory of Synthetic Chemistry, The Chinese University of Hong Kong, Shatin, NT, Hong Kong, China.

PMID: 34342993
DOI: 10.1021/acs.orglett.1c02117

Abstract

We report a catalytic asymmetric halocyclization protocol to furnish benzoxazepinones and benzoxazecinones using (DHQ)₂PHAL as the catalyst. Various halogenated benzoxazepinones and benzoxazecinones were achieved in excellent yields and enantioselectivities under mild conditions. A cocrystal structure of the substrate and the catalyst was studied.

Publication types

Research Support, Non-U.S. Gov't