Copper-Catalyzed Asymmetric Reductive Coupling of Vinyl N -Heteroarenes with para -Quinone Methides

The Journal of Organic Chemistry 2026

View at publisher
Authors: Bo Chen, Qi-Qiong Yang, Xiang Zhen, Le-Le Meng, Jing-Rui Xu, Xian‐He Zhao, Xian‐Tao An, Chun‐An Fan
DOI: 10.1021/acs.joc.5c02834
Cited by: 2
References: 43

Abstract

Chiral 1,1,2-triarylethanes represent highly desirable synthetic targets in medicinal chemistry. Herein, we describe a copper-catalyzed asymmetric reductive coupling strategy, wherein vinyl N -heteroarenes are coupled with para -quinone methides ( p -QMs) to afford chiral 1,1,2-triarylethanes containing N -heteroarene moieties in 60–99% yields, with enantioselectivities of up to 94% ee and diastereoselectivities of 2:1 to >20:1 dr. This modular protocol features low-cost catalysts, facilely prepared substrates, and good control of stereoselectivity.

Fields of Study & Subjects

Synthesis of Indole Derivatives Catalytic C–H Functionalization Methods Axial and Atropisomeric Chirality Synthesis

Publication details

Journal / source
The Journal of Organic Chemistry
Publisher
American Chemical Society (ACS)
Volume
91
Issue
5
Pages
2289–2295
Publication date
25 January 2026
Language
EN