Issue 12, 1992

Photochemical isomerisation of β,γ-unsaturated thioimides to 2-thiabicyclo[2.1.0]pentanes

Abstract

Photolysis of N-acetyl-2,2-dimethylbut-3-enethioanilides 1 gave 1-(N-acetylanilino)-5,5-dimethyl-2-thiabicyclo[2.1.0]pentanes 2 in good yields via intramolecular [2 + 2] cycloaddition of the thiocarbonyl group across the alkene; the corresponding amides were inert towards photolysis.

Article information

Article type
Paper

J. Chem. Soc., Chem. Commun., 1992, 891-892

Photochemical isomerisation of β,γ-unsaturated thioimides to 2-thiabicyclo[2.1.0]pentanes

M. Sakamoto, R. Shigematsu, T. Fujita and S. Watanabe, J. Chem. Soc., Chem. Commun., 1992, 891 DOI: 10.1039/C39920000891

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