Metal-Free Synthesis of Aryl Esters from Carboxylic Acids and Diaryliodonium Salts

被引:150
作者
Petersen, Tue B. [1 ]
Khan, Rehan [1 ]
Olofsson, Berit [1 ]
机构
[1] Stockholm Univ, Dept Organ Chem, Arrhenius Lab, SE-10691 Stockholm, Sweden
基金
瑞典研究理事会;
关键词
ONE-POT SYNTHESIS; M-CHLOROPERBENZOIC ACID; O-ARYLATION; AROMATIC ESTERIFICATION; ARENECARBOXYLIC ACIDS; MITSUNOBU REACTION; HIGHLY EFFICIENT; PHENOLS; ACYLATION; CATALYST;
D O I
10.1021/ol2012082
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An efficient arylation of carboxylic acids with diaryliodonium salts has been developed, giving aryl esters in high yields within short reaction times for both aromatic and aliphatic substrates. The transition-metal-free conditions are compatible with a range of functional groups, and good chemoselectivity is observed with unsymmetric diaryliodonium salts. Furthermore, steric hindrance in the ortho positions is well tolerated both in the carboxylic acid and in the diaryliodonium salt, yielding aryl esters that cannot be obtained via other esterification protocols.
引用
收藏
页码:3462 / 3465
页数:4
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