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Copper-catalyzed thiolation of imidazo[1,2-a]pyridines with (hetero)aryl thiols using molecular oxygen

Paper ID Volume ID Publish Year Pages File Format Full-Text
49718 46763 2015 4 PDF Available
Title
Copper-catalyzed thiolation of imidazo[1,2-a]pyridines with (hetero)aryl thiols using molecular oxygen
Abstract

•Cu-catalyzed cross-coupling of imidazo[1,2-a]pyridines with thiols•The selective C-3 sulfenated products were formed using molecular oxygen as oxidant.•An efficient method for the formation of C–S bond to synthize imidazo[1,2-a]pyridines

A new and facile copper-catalyzed thiolation of imidazo[1,2-a]pyridines with (hetero)aryl thiols was developed for the formation of C–S bond by using molecular oxygen as oxidant under base-free conditions. The presented protocol has provided the selective C-3 sulfenated products with good yield. A computational study was carried out by using the B3LYP density functional theory to elucidate the regioselectivity of C-2 and C-3. Calculation results indicated that the thiolation toward C-3 was easier and smoother, which was consistent with our experiment results.

Keywords
Copper-catalyzed; Thiolation; Imidazo[1,2-a]pyridines; (Hetero)aryl thiols; Molecular oxygen
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Copper-catalyzed thiolation of imidazo[1,2-a]pyridines with (hetero)aryl thiols using molecular oxygen
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Publisher
Database: Elsevier - ScienceDirect
Journal: Catalysis Communications - Volume 66, 5 June 2015, Pages 83–86
Authors
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Subjects
Physical Sciences and Engineering Chemical Engineering Catalysis
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Price after discount Only $4.95
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