BPO-promoted [4 + 2] cyclization of enaminones and o-phenylenediamines to 2-acyl quinoxalines via a cascade transamination and C-H amination

Heng Feng; Jie Huo; Xiaonan Mu; Renhua Zheng; Xiao Geng; Lei Wang

doi:10.1039/d4ob00494a

BPO-promoted [4 + 2] cyclization of enaminones and o-phenylenediamines to 2-acyl quinoxalines via a cascade transamination and C-H amination

Org Biomol Chem. 2024 May 22;22(20):4067-4071. doi: 10.1039/d4ob00494a.

Authors

Heng Feng^{1

2}, Jie Huo², Xiaonan Mu^{1

2}, Renhua Zheng², Xiao Geng², Lei Wang^{2

3}

Affiliations

¹ Department of Chemistry, Zhejiang Sci-Tech University, Hangzhou, Zhejiang 310018, P. R. China.
² Department of Chemistry, Taizhou University, Jiaojiang, Zhejiang 318000, P. R. China. zhengrh@tzc.edu.cn.
³ College of Material Chemistry and Chemical Engineering, Key Laboratory of Organosilicon Chemistry and Material Technology, Ministry of Education, Hangzhou Normal University, Hangzhou, 311121, Zhejiang, P. R. China.

PMID: 38717162
DOI: 10.1039/d4ob00494a

Abstract

Rapid assembly of quinoxalines in a single step from readily available precursors has been recognized as an ideal platform in terms of efficiency and operation. Herein, we report a BPO-promoted metal-free approach to 2-acyl quinoxalines from enaminones and o-phenylenediamines via cascade transamination and C-H amination. This methodology demonstrates excellent compatibility with various substrates, including o-hydroxy enaminones, drug derivatives and natural products under mild reaction conditions.