Novel cascade method achieves efficient synthesis of oxazolidinones in thioepoxy amines, suggesting new medicinal applications.
A novel Boc 2 O‐promoted cascade transformation has been developed for the efficient one‐step synthesis of C5 sulfur‐substituted oxazolidin‐2‐ones from thioepoxy amines. This method enables simultaneous oxazolidinone ring construction and side‐chain sulfur incorporation via intramolecular cyclization, significantly improving synthetic step economy. Mechanistic studies, including NMR and x‐ray analysis, suggest a 5‐ exo ‐tet cyclization pathway consistent with Baldwin's rules. This strategy expands the synthetic utility of oxazolidinone scaffolds, offering access to medicinally relevant sulfur‐containing analogues with potential pharmacological applications.
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Zhou et al. (2026) studied this question.
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