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
26 جمادى الأولى 1440
Accepted
13 جمادى الثانية 1440
First published
13 جمادى الثانية 1440

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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