Direct Conversion of Carboxylic Acids to Alkyl Ketones

被引：73

作者：

Amani, Javad ^{[1
]}

Molander, Gary A. ^{[1
]}

机构：

[1] Univ Penn, Dept Chem, Roy & Diana Vagelos Labs, 231 South 34th St, Philadelphia, PA 19104 USA

来源：

ORGANIC LETTERS | 2017年 / 19卷 / 13期

关键词：

SINGLE-ELECTRON TRANSMETALATION; N-C CLEAVAGE; VISIBLE-LIGHT PHOTOREDOX; CROSS-COUPLING REACTION; ACYL CHLORIDES; ORGANOBORON COMPOUNDS; CATALYZED SYNTHESIS; NICKEL CATALYSIS; ORGANOMANGANESE(II) REAGENTS; LITHIUM CARBOXYLATES;

D O I：

10.1021/acs.orglett.7b01588

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient and mild method for acyl-C-sp3 bond formation based on the direct conversion of carboxylic acids has been established. This protocol is enabled by the synergistic, Ir-photoredox/nickel catalytic cross-coupling of in situ activated carboxylic acids and alkyltrifluoroborates. This versatile method is amenable to the cross-coupling of structurally diverse carbokylic acids with various potassium alkyltrifluoroborates, affording the corresponding ketones with high yields. In this operationally simple cross-coupling protocol, aliphatic ketones are obtained in one step from bench stable, readily available carboxylic acids.

引用

页码：3612 / 3615

页数：4

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