Chlorocyclization of Alkenoic Thioester DOI Open Access

Miari Kurihara,

Kanaru Sasaki,

Hiroki Shigehisa

et al.

Chemical and Pharmaceutical Bulletin, Journal Year: 2024, Volume and Issue: 72(11), P. 1034 - 1037

Published: Nov. 29, 2024

This study introduces a novel method for ring-closing chlorosulfenylation of alkenoic thioesters using N-chlorosuccinimide in hexafluoroisopropanol under mild conditions. reaction efficiently forms five-membered cyclic sulfur compounds with high selectivity, representing significant advancement the synthesis chlorinated S-heterocycles. Computational analysis density functional theory demonstrates superiority thioester nucleophiles over traditional benzyl sulfides this reaction, highlighting energetic preference thioesters.

Language: Английский

Chlorocyclization of Alkenoic Thioester DOI Open Access

Miari Kurihara,

Kanaru Sasaki,

Hiroki Shigehisa

et al.

Chemical and Pharmaceutical Bulletin, Journal Year: 2024, Volume and Issue: 72(11), P. 1034 - 1037

Published: Nov. 29, 2024

This study introduces a novel method for ring-closing chlorosulfenylation of alkenoic thioesters using N-chlorosuccinimide in hexafluoroisopropanol under mild conditions. reaction efficiently forms five-membered cyclic sulfur compounds with high selectivity, representing significant advancement the synthesis chlorinated S-heterocycles. Computational analysis density functional theory demonstrates superiority thioester nucleophiles over traditional benzyl sulfides this reaction, highlighting energetic preference thioesters.

Language: Английский

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