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Short Paper | Regular issue | Vol 96, No. 6, 2018, pp.1108-1118
Published online, 17th May, 2018
DOI: 10.3987/COM-18-13905
Cs2CO3 Promoted [3+4] Annulation of Sulfur Ylides and Alkenylthiazolones: Synthesis of 5,8-Dihydrooxepino[2,3-d]thiazole Derivatives

Yin He, Aimin Yu, and Xiangtai Meng*

*Tianjin Key Laboratory of Organic Solar Cells and Photochemical Conversion, School of Chemistry and Chemical Engineering, Tianjin University of Technology, Tianjin 300384, China

Abstract

An efficient [3+4] annulation reaction of crotonate-derived sulfur ylides and alkenylthiazolones is described. Crotonate-derived sulfur ylides act as a three-carbon synthon in this [3+4] annulation reaction, which was rarely reported before. This new methodology is particularly effective for the synthesis of 5,8-dihydrooxepino[2,3-d]thiazole derivatives.