A mild, nonbasic synthesis of thioethers. The copper-catalyzed coupling of boronic acids with N-thio(alkyl, aryl, heteroaryl)imides.

A mild, nonbasic synthesis of thioethers. The copper-catalyzed coupling of boronic acids with N-thio(alkyl, aryl, heteroaryl)imides.
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DOI:
10.1021/ol026948a
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发表时间:
2002-11
期刊:
影响因子:
5.2
通讯作者:
C. Savarin;J. Šrogl;L. S. Liebeskind
C. Savarin;J. Šrogl;L. S. Liebeskind
中科院分区:
化学1区
文献类型:
--
作者:
C. Savarin;J. Šrogl;L. S. Liebeskind

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[反应:见正文]描述了一种新的硫醚合成方法。硼酸在催化量的Cu(I)羧酸盐存在下与芳基、杂芳基和烷基n -硫酰亚胺反应,可获得优异的硫醚产率。该反应发生在没有碱的温和条件下(THF, 45-50℃,2.5-12 h),是已知硫醚合成方法的有趣补充。
[reaction: see text] A new synthesis of thioethers is described. The reaction of boronic acids with aryl, heteroaryl, and alkyl N-thioimides in the presence of catalytic quantities of a Cu(I) carboxylate affords good to excellent yields of thioethers. This reaction takes place in the absence of a base under mild conditions (THF, 45-50 degrees C, 2.5-12 h) and represents an interesting complement to known methods for thioether synthesis.