Catalyst-free generation of acyl radicals induced by visible light in water to construct C-N bonds

被引：14

作者：

Ran, Maogang ^{[1
]}

He, Jiaxin ^{[1
]}

Yan, Boyu ^{[1
]}

Liu, Wenbo ^{[2
]}

Li, Yi ^{[1
]}

Fu, Yunfen ^{[1
]}

Li, Chao-Jun ^{[2
]}

Yao, Qiuli ^{[1
]}

机构：

[1] Zunyi Med Univ, Gener Drug Res Ctr Guizhou Prov, Dept Pharm, Key Lab Biocatalysis & Chiral Drug Synth Guizhou, 6 Xuefu Rd West, Zunyi 563000, Guizhou, Peoples R China

[2] McGill Univ, Dept Chem, 801 Sherbrooke St West, Sherbrooke, PQ H3A 0B8, Canada

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2021年 / 19卷 / 09期

基金：

中国国家自然科学基金;

关键词：

SYNTHETIC APPLICATIONS; ALPHA-DIKETONES; CHEMISTRY; METAL; ACIDS; PHOTOEPOXIDATION; HYDROAMINATION; CYCLIZATION; MECHANISM; ACYLATION;

D O I：

10.1039/d0ob02364g

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

We describe herein a catalyst-free and redox-neutral photochemical strategy for the direct generation of acyl radicals from alpha-diketones, and its selective conversion of nitrosoarenes to hydroxyamides or amides with AcOH or NaCl as an additive. The reaction was carried out under mild conditions in water with purple LEDs as the light source. A broad scope of substrates was demonstrated. Mechanistic experiments indicate that alpha-diketones cleave to give acyl radicals, with hydroxyamides being further reduced to amides.

引用

页码：1970 / 1975

页数：7

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