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Updated: Aug 16, 2025

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Access to Sterically Hindered Thioethers (α-Thioamides) Under Mild Conditions Using α-Halohydroxamates: Application
Deeksha1, Elagandhula Sathish1, Kiran1
1School of Chemical Sciences and Pharmacy, Central University of Rajasthan, Ajmer, Rajasthan 305817, India.
Abstract:
Herein, we report a new and highly efficient approach for synthesizing congested α-thioamides under mild reaction conditions (mild base, room temperature, and short duration) using α-halo hydroxamates as direct alkylating agents. The reaction works well with both (hetero)aryl and alkyl thiols, tolerating a broad functional group and diverse substrate scope, including benzeneselenol for selenoether construction. The strategy enables efficient synthesis of biologically relevant 1,4 benzothiazinone and 4,1-benzothiazepinone cores, along with various other functionalized sulfur-based scaffolds of biological importance.
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