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Synlett 2000; 2000(10): 1427-1428
DOI: 10.1055/s-2000-7648
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Convenient Synthesis of 1,2-Benzisothiazol-3(2H)-ones by Cyclization Reaction of Acyl Azide

Takeshi Chiyoda* , Katsumi Iida, Kazuhiko Takatori, Masahiro Kajiwara
  • *Department of Medicinal Chemistry, Meiji Pharmaceutical University, 2-522-1 Noshio, Kiyose-shi, Tokyo 204-8588, Japan; Fax + 81 (424) 95-7458; E-mail: kajiwara@my-pharm.ac.jp
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Publication Date:
31 December 2000 (online)

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1,2-Benzisothiazol-3(2H)-one was synthesized by treatment of 2-mercaptobenzoic acid with diphenyl phosphoryl azide, followed by cyclization of the resulting acyl azide at low temperature, where Curtius rearrangement did not occur. 5-Amino-1,2-benzisothiazol-3(2H)-one was similarly synthesized in one pot from 4-mercaptoisophthalic acid

acyl azide - cyclization - 1,2-benzisothiazol-3(2H)-one - diphenylphosphoryl azide