Selective Cross-Dehydrogenative Coupling of Various Acyclic Enamides with Heteroarenes via Rh(III)-Catalyzed C-H Activation

Xiaolan Li; Haiqing Luo; Ruixin Song; Yuting Zhang; Xian Gong; Hu Cai; Xuzhong Luo

doi:10.1021/acs.orglett.3c01786

Selective Cross-Dehydrogenative Coupling of Various Acyclic Enamides with Heteroarenes via Rh(III)-Catalyzed C-H Activation

Org Lett. 2023 Jul 21;25(28):5262-5267. doi: 10.1021/acs.orglett.3c01786. Epub 2023 Jul 7.

Authors

Xiaolan Li^{1

2}, Haiqing Luo², Ruixin Song², Yuting Zhang², Xian Gong², Hu Cai¹, Xuzhong Luo^{1

2}

Affiliations

¹ College of Chemistry, Nanchang University, Nanchang, Jiangxi 330031, China.
² Department of Chemistry & Chemical Engineering, Gannan Normal University, Ganzhou 341000, China.

PMID: 37417807
DOI: 10.1021/acs.orglett.3c01786

Abstract

The developed methodology describes an efficient Rh(III)-catalyzed oxidative C-H/C-H cross-coupling between acyclic enamides and heteroarenes. This cross dehydrogenative coupling (CDC) reaction offers advantages, including excellent regioselectivity and stereoselectivity, good functional group compatibility, and a broad substrate scope. Mechanistically, Rh(III)-catalyzed β-C(sp²)-H activation of acyclic enamides is proposed to be the critical step.