A mild,nonbasic synthesis of thioethers. The copper-catalyzed coupling of boronic acids with N-thio(alkyl,aryl, heteroaryl)imides |
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Authors: | Savarin Cecile Srogl Jiri Liebeskind Lanny S |
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Affiliation: | Emory University, Department of Chemistry, 1515 Pierce Drive, Atlanta, Georgia 30322, USA. |
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Abstract: | [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. |
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