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A new catalytic cross-coupling approach for the synthesis of protected aryl and heteroaryl amidines.

作者信息

Kusturin Carrie L, Liebeskind Lanny S, Neumann William L

机构信息

Chemistry and Process Technology, Pharmacia Corporation, 800 North Lindbergh, St. Louis, Missouri, USA.

出版信息

Org Lett. 2002 Mar 21;4(6):983-5. doi: 10.1021/ol025547s.

DOI:10.1021/ol025547s
PMID:11893202
Abstract

[reaction: see text] A new method for the synthesis of protected benzamidines is described. The commercially available 1,3-bis(tert-butoxycarbonyl)-2-methyl-2-thiopseudourea guanidylation reagent, after SEM-protection, functions as an amidine-forming cross-coupling partner under Liebeskind-Srogl conditions. In the presence of copper(I) thiophenecarboxylate (CuTC), the palladium-catalyzed cross-coupling of the SEM-protected thiopseudourea reagent with boronic acids affords fully protected benzamidines in good to excellent yield (40-91%).

摘要

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