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

Metal-Free Synthesis of Aryl Esters from Carboxylic Acids and Diaryliodonium Salts
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DOI:
10.1021/ol2012082
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发表时间:
2011-07-01
期刊:
影响因子:
5.2
通讯作者:
Olofsson, Berit
Olofsson, Berit
中科院分区:
化学1区
文献类型:
--
作者:
Petersen, Tue B.;Khan, Rehan;Olofsson, Berit

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已开发了一种有效的羧酸与二芳基碘鎓盐的芳基化反应,在短的反应时间内,对于芳香族和脂肪族底物,以高产率得到芳基酯。的过渡金属的条件是兼容的一系列的官能团,观察到良好的化学选择性与不对称的diaryliodonium盐。此外,邻位的空间位阻在羧酸和二芳基碘鎓盐中都是良好耐受的,产生不能通过其他酯化方案获得的芳基酯。
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.