Issue 22, 1972

Synthesis of benzo[b]thiepins, a class of 12π-electron heterocycles

Abstract

3,4-Dimethoxycarbonyl-5-pyrrolidin-1-ylbenzo[b]thiepin has been prepared in a one-step synthesis by cycloaddition of 3-pyrrolidin-1-ylbenzo[b]thiophen (Ia) to dimethyl acetylenedicarboxylate; upon being heated, benzo[b]thiepins of this type rearrange to give naphthalenes and upon oxidation they yield thermally stable 1,1-dioxides.

Article information

Article type
Paper

J. Chem. Soc., Chem. Commun., 1972, 1232-1233

Synthesis of benzo[b]thiepins, a class of 12π-electron heterocycles

D. N. Reinhoudt and C. G. Kouwenhoven, J. Chem. Soc., Chem. Commun., 1972, 1232 DOI: 10.1039/C39720001232

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