Issue 16, 1971

Thiazepine photochemistry. Ready 1,3-hydrogen shifts from a side-chain amide

Abstract

An unusual, thermally reversible, 1,3-hydrogen shift occurs during irradiation of 6-benzyloxycarbonyl-amino-2,3-dihydro-1,4-thiazepines (2, 3, and the corresponding sulphoxide and sulphone of 3b); this is a special case of imine-enamine tautomerism, arising from the singlet excited state.

Article information

Article type
Paper

J. Chem. Soc. D, 1971, 988-989

Thiazepine photochemistry. Ready 1,3-hydrogen shifts from a side-chain amide

M. F. Semmelhack and B. F. Gilman, J. Chem. Soc. D, 1971, 988 DOI: 10.1039/C29710000988

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