86212-65-9Relevant academic research and scientific papers
Synthesis of 1,2-benzisothiazolin-3-ones by ring transformation of 1,3-benzoxathiin-4-one 1-oxides
Shimizu, Masao,Shimazaki, Teruaki,Yoshida, Tetsuya,Ando, Wataru,Konakahara, Takeo
experimental part, p. 3932 - 3936 (2012/07/14)
1,2-Benzisothiazolin-3-ones were synthesized from 1,3-benzoxathiin-4-one 1-oxides by means of a nonhazardous and inexpensive method. The 1,3-benzoxathiin-4-one 1-oxides were prepared by oxidation of 1,3-benzoxathiin-4-ones with hydrogen peroxide in the presence of a catalyst. Attack of amines on the carbonyl groups of the 1,3-benzoxathiin-4-one 1-oxides and subsequent elimination of carbonyl compounds likely produced sulfenic acids, which then underwent ring closure to afford the 1,2-benzisothiazolin-3-ones.
Cyclic Sulfenylcarboxylates from 4H-3,1-Benzoxathiin-4-one 1-Oxides. A New Ring Contraction Reaction
Krische, Bernd,Walter, Wolfgang
, p. 1708 - 1727 (2007/10/02)
4H-3,1-Benzoxathiin-4-one 1-oxides 4 eliminate aldehydes on heating.Corresponding to the substituent in 8-position, ring contraction occurs to give 3H-2,1-benzoxathiol-3-ones 2 or 3H-1,2-benzisothiazol-3-ones 8.The dependance on the substituents and the mechanism of the reaction are discussed.
