Issue 0, 1986

Synthesis, structure, and reactivity to nucleophiles of 3-benzylidene- and 3-ethylidene-2,3-dihydro-2-methyl-1,2-benzothiazin-4-one 1,1-dioxides

Abstract

A new approach to (Z)-3-benzylidene- and 3-ethylidene-2,3-dihydro-2-methyl-1,2-benzothiazin-4-one 1,1-dioxides (4) starting from the corresponding 3-acyl derivatives (1) is described. A hypothesis, based on 13C n.m.r. data, that products (4) may be considered as α,β-unsaturated carbonyl systems is confirmed experimentally by their chemical behaviour. Reaction with various nucleophiles such as hydrazine, sulphur ylides, and enamines leads to formation of polynuclear heterocyclic systems containing the 1,2-benzothiazine 1,1-dioxide skeleton.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1986, 299-302

Synthesis, structure, and reactivity to nucleophiles of 3-benzylidene- and 3-ethylidene-2,3-dihydro-2-methyl-1,2-benzothiazin-4-one 1,1-dioxides

P. D. Croce, D. Del Monaco and C. La Rosa, J. Chem. Soc., Perkin Trans. 1, 1986, 299 DOI: 10.1039/P19860000299

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