Issue 12, 2019

α-Thiocarbonyl synthesis via the FeII-catalyzed insertion reaction of α-diazocarbonyls into S–H bonds

Abstract

Fe(OTf)2 was used to catalyze the insertion reaction of α-diazocarbonyls into S–H bonds at 40 °C. A wide range of α-thioesters were obtained in yields up to 96% within 24–48 h from their corresponding α-diazoesters. A variety of thiols were used for the unprecedented insertion reaction with an α-diazoketone, leading to yields up to 85% of α-thioketones.

Graphical abstract: α-Thiocarbonyl synthesis via the FeII-catalyzed insertion reaction of α-diazocarbonyls into S–H bonds

Supplementary files

Article information

Article type
Communication
Submitted
01 Ақп. 2019
Accepted
18 Ақп. 2019
First published
18 Ақп. 2019

Org. Biomol. Chem., 2019,17, 3098-3102

α-Thiocarbonyl synthesis via the FeII-catalyzed insertion reaction of α-diazocarbonyls into S–H bonds

H. Keipour, A. Jalba, N. Tanbouza, V. Carreras and T. Ollevier, Org. Biomol. Chem., 2019, 17, 3098 DOI: 10.1039/C9OB00261H

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