R. Abramovitch, E. Smith, Manda Humber
1974
Citations
0
Influential Citations
10
Citations
Journal
Journal of The Chemical Society-perkin Transactions 1
Abstract
A synthesis of 3-substituted 1,2-benzisothiazole 1,1-dioxides from saccharin (1,2-benzisothiazolin-3-one 1,1-dioxide) and organolithium compounds is described. The reaction of saccharin and of saccharin pseudo-chloride (3-chloro-1,2-benzisothiazole 1,1-dioxide) with Grignard reagents has been investigated systematically. 1,2-Benzisothiazole 1,1-dioxide (1) are formed together with the open-chain tertiary alcohols (8) and, in one case, the 3,3-disubstituted 1,2-benzisothiazoline 1,1-dioxide (2). Intramolecular cyclisation of N-acyl-o,N-dilithiobenzenesulphonamides gives a low yield of 3-substituted 1,2-benzisothiazole 1,1-dioxides.