化学
镍
催化作用
联轴节(管道)
立体化学
有机化学
冶金
材料科学
作者
Ruizhe Chen,Tae-Hyun Kim,Noah B. Bissonnette,Robert T. Martin,Joseph R. Martinelli,Albert Cabré,David W. C. MacMillan
摘要
Metallaphotoredox catalysis has emerged as a powerful platform for generating high-energy radicals from native functionalities. This approach integrates radical reactivity with transition metal catalysis to enable controlled bond formation. However, the synthesis of tertiary amines remains a significant challenge due to their redox sensitivity under photoredox conditions and the inherent difficulty of C(sp3)–N(sp3) reductive elimination. Herein, we describe a deoxygenative C–N cross-coupling between alcohols and N-hydroxylamine esters to form tertiary amines. Oxidation of the tertiary amine products is kinetically suppressed under optimized conditions, while a sterically demanding ancillary ligand promotes reductive elimination. This methodology displays broad substrate scope, accommodating diverse functional groups, heterocycles, and pharmaceutical derivatives.
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