A Germanium Catalyst Accelerates the Photoredox α-C(sp)-H Alkylation of Primary Amines.

Org Lett

Graduate School of Pharmaceutical Sciences, The University of Tokyo, Tokyo 113-0033, Japan.

Published: May 2022

Site-selective C(sp)-H functionalizations using photoredox catalysis (PC) and hydrogen atom transfer (HAT) catalysis have received increasing attention. Here, we report a PhGeCl cocatalyst that greatly improves the yield of α-C(sp)-H alkylation of primary amines catalyzed by a PC-HAT hybrid system. The α-position of the amino group selectively reacted even when weaker C-H bonds existed in the substrates. This finding may help the design of a novel site-selective hybrid catalysis.

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http://dx.doi.org/10.1021/acs.orglett.2c00871DOI Listing

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