乙烯基
激进的
吡那考
光化学
化学
光催化
光催化
二苯甲酮
催化作用
基质(水族馆)
组合化学
有机化学
海洋学
地质学
作者
Xiu‐Long Yang,Jia‐Dong Guo,Hongyan Xiao,Ke Feng,Bin Chen,Chen‐Ho Tung,Li‐Zhu Wu
标识
DOI:10.1002/anie.201916423
摘要
Radical formation is the initial step for conventional radical chemistry. Reported herein is a unified strategy to generate radicals in situ from aromatic β-ketoesters by using a photocatalyst. Under visible-light irradiation, a small amount of photocatalyst fac-Ir(ppy)3 generates a transient α-carbonyl radical and persistent ketyl radical in situ. In contrast to the well-established approaches, neither stoichiometric external oxidant nor reductant is required for this reaction. The synthetic utility is demonstrated by pinacol coupling of ketyl radicals and benzannulation of α-carbonyl radicals with alkynes to give a series of highly substituted 1-naphthols in good to excellent yields. The readily available photocatalyst, mild reaction conditions, broad substrate scope, and high functional-group tolerance make this reaction a useful synthetic tool.
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