One-Pot Synthesis of Thio-Augmented Sulfonylureas via a Modified Bunte's Reaction.

ACS Omega

Section on Medicinal Chemistry, Laboratory of Physiologic Studies, National Institute on Alcohol Abuse and Alcoholism, National Institutes of Health, 5625 Fishers Lane, Rockville, Maryland 20852, United States.

Published: September 2022

We report the development of a one-pot Bunte's reaction-enabled expeditious platform under aqueous conditions for the scalable conversion of sulfonylureas to synthetically versatile thio-sulfonylureas. The reaction was further propagated in the same pot to yield diverse chiral and achiral isothiosulfonyl analogs. The protocol enabled the synthesis of various drug-like molecules and was applied to an enantiomeric synthesis of a cannabinoid receptor antagonist SLV326.

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Source
http://www.ncbi.nlm.nih.gov/pmc/articles/PMC9453971PMC
http://dx.doi.org/10.1021/acsomega.2c04816DOI Listing

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