The Journal of Organic Chemistry

Benzothiet-2-ones: synthesis, reactions, and comparison with benzoxet-2-ones and benzazetin-2-ones

C Wentrup, H Bender, G Gross

Index: Wentrup, Curt; Bender, Harald; Gross, Gerhard Journal of Organic Chemistry, 1987 , vol. 52, # 17 p. 3838 - 3847

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Citation Number: 30

Abstract

IR spectroscopy to be stable below-40" C and 0" C, respectively. The thietones, oxetones, and azetinones undergo rapid ring-opening reactions with methanol to give the corresponding carboxylic acid esters. They undergo thermal CO elimination with concomitant Wolff-type ring contraction to thioketenes (17, 25, 45), ketenes (30), and nitriles (37), respectively. The di-, oligo-, and polymerization of the thietones has been elucidated. ...