光氧化还原/钯协同催化内炔丙基碳酸酯的炔丙基苄基化反应。

Photoredox/palladium co-catalyzed propargylic benzylation with internal propargylic carbonates.

机构信息

School of Nuclear Science and Technology, Lanzhou University, Lanzhou, 730000, P. R. China.

State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou, 730000, P. R. China.

出版信息

Chem Commun (Camb). 2020 Oct 27;56(85):12957-12960. doi: 10.1039/d0cc04986g.

DOI:10.1039/d0cc04986g

PMID:32986052

Abstract

Herein, a highly regioselective propargylic benzylation with propargylic carbonates and benzyl 1,4-dihydropyridine derivatives was developed via a photoredox/palladium dual-catalyzed process, which represents a novel catalytic model for non-terminal propargylic functionalization. The reaction showed excellent regioselectivity and functional group compatibility. A radical coupling mechanism between the propargylic radical and benzyl radical was proposed.

摘要

本文通过光氧化还原/钯双催化过程，发展了一种高区域选择性的丙炔基苄基化反应，用于丙炔碳酸酯和苄基 1,4-二氢吡啶衍生物。该反应代表了非末端丙炔基官能化的新型催化模式，表现出优异的区域选择性和官能团兼容性。提出了丙炔基自由基和苄基自由基之间的自由基偶联机制。