α-Thiocarbonyl synthesis via the Fe II -catalyzed insertion reaction of α-diazocarbonyls into S-H bonds

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-dia...

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Bibliographic Details
Published in:Organic & biomolecular chemistry 2019-03, Vol.17 (12), p.3098-3102
Main Authors: Keipour, Hoda, Jalba, Angela, Tanbouza, Nour, Carreras, Virginie, Ollevier, Thierry
Format: Article
Language:English
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Summary: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.
ISSN:1477-0520
1477-0539
DOI:10.1039/C9OB00261H