Trimethylsilyl Triflate-Promoted Synthesis of Enone Functionalized Benzo-1,3-Thiazines via Formal [4 + 2] Heteroannulation of Azadienes with β-Ketodithioesters at Room Temperature

Kumar, Ganesh and Gupta, Nimisha and Raghuvanshi, Keshav and Singh, Maya Shankar (2026) Trimethylsilyl Triflate-Promoted Synthesis of Enone Functionalized Benzo-1,3-Thiazines via Formal [4 + 2] Heteroannulation of Azadienes with β-Ketodithioesters at Room Temperature. Advanced Synthesis Catalysis , 368 (9).

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Official URL: https://doi.org/10.1002/adsc.70467

Abstract

An efficient approach for the direct synthesis of previously inaccessible enone functionalized benzo-1,3-thiazines has been developed via formal [4 + 2] heteroannulation of azadienes (generated in situ from 2-aminobenzyl alcohol) with β-ketodithioesters in acetonitrile at room temperature, facilitated by trimethylsilyl triflate (TMSOTf). This strategy is distinguished by transition-metal and additive-free mild conditions, convenient operation, wide functional group compatibility with no steric and electronic constraints, accessible scalability, high yields, and practical transformations. A combination of controlled experiments and HRMS studies corroborated the proposed mechanism.

Item Type:	Article
Subjects:	Chemicals and Liquid Fuels
Divisions:	UNSPECIFIED
Depositing User:	Mr. B. R. Panduranga
Date Deposited:	04 Jul 2026 05:31
Last Modified:	04 Jul 2026 05:31
URI:	https://cimfr.csircentral.net/id/eprint/3031

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