2, 1??benzisothiazoles. XIII. Intermediates and products in the sulfur extrusion reaction of 2, 1??benzisothiazolin??3 (1H)??one. A new synthesis of 11H??pyrido [2, 1??b] …
M Davis, RJ Hook, WY Wu
Index: Davis, Michael; Hook, Robert J.; Wu, Wen Yang Journal of Heterocyclic Chemistry, 1984 , vol. 21, p. 369 - 373
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Citation Number: 11
Abstract
Abstract Triethyl phosphite abstracts sulfur from 2, 1-benzisothiazolin-3 (1H)-one (1); a reaction intermediate is the spirocyclic compound 11, and products include the benzoxazine 6 and polyanthraniloyl compounds. In the presence of pyridine, pyracridone (13) is formed. The ketene-imine 9 is probably not an intermediate in these reactions. The reactions of other nucleophiles with 1 and with its N-methyl derivative 15, have been examined.
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[Bain,D.I.; Smalley,R.K. Journal of the Chemical Society [Section] C: Organic, 1968 , p. 1593 - 1597]