2025
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PublicationArticle Transition-Metal Free Chemoselective C(sp3)–S Cross-Coupling/ Cyclization Cascade: Reagent-Controlled Divergent Synthesis of Methylene-functionalized Thiazolidines and 1,3-Thiazinanes(Georg Thieme Verlag, 2025) Vipin Kumar; Anup Kumar Yadav; Saurabh Singh; Maya Shankar SinghA highly chemoselective consecutive cross-coupling/cyclization cascade of β-ketothioamides with dihaloalkanes has been achieved under transition-metal free condition, enabling the formation of methylene-functionalized thiazolidines and 1,3-thiazinanes at room temperature in open air in high yields. The typical features of this straightforward sustainable approach include readily accessible starting materials, simple one-pot operation, atom-/step-economy, cost-effective, good substrate scope, and scalability. Noteworthy, HX is the only by-product, and stereochemistry of the exocyclic methylene moiety was assigned to have Z-configuration. Late-stage functionalization could provide new opportunities for the discovery of N, S-heterocyclic drugs, and other potential functional molecules. © 2025. Thieme. All rights reserved.