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Unexpected Formation of 2,1-Benzisothiazol-3-ones from Oxathiolano Ketenimines: A Rare Tandem Process

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NIAID Data Ecosystem2026-03-06 收录
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A rare one-pot reaction, a tandem [1,5]-H shift/1,5 electrocyclization/[3 + 2] cycloreversion process, leading from N-[2-(1,3-oxathiolan-2-yl)]phenyl ketenimines to 1-(β-styryl)-2,1-benzisothiazol-3-ones and ethylene, is disclosed and mechanistically unraveled by means of a computational DFT study. The two latter stages of the tandem process are calculated to occur in a single mechanistic step via a transition structure of pseudopericyclic characteristics.

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2016-02-26
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