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Article Abstract
A range of methylthiolated 4-3,1-benzoxazines and iminoisobenzofurans have been successfully synthesized via the intramolecular cyclization/methylthiolation of olefinic amides. DMSO/SOCl was utilized as an efficient reagent system for methylthiolation, facilitating the integration the methylthio group into heterocycles. This method is highlighted by its mild conditions, broad substrate compatibility, and excellent functional group tolerance.
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DMSO/SOCl Mediated Intramolecular Cyclization/Methylthiolation of Olefinic Amides for the Synthesis of Methylthiolated Heterocycles.
J Org Chem
July 2025
Tianjin Key Laboratory for Modern Drug Delivery & High-Efficiency, School of Pharmaceutical Science and Technology, Faculty of Medicine, Tianjin University, Tianjin 300072, China.
A range of methylthiolated 4-3,1-benzoxazines and iminoisobenzofurans have been successfully synthesized via the intramolecular cyclization/methylthiolation of olefinic amides. DMSO/SOCl was utilized as an efficient reagent system for methylthiolation, facilitating the integration the methylthio group into heterocycles. This method is highlighted by its mild conditions, broad substrate compatibility, and excellent functional group tolerance.
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