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.