Intramolecular hetero Diels–Alder reaction of 1-thiabutadienes, 1-aryl-3-[2-(alkenyloxy)phenyl]propene-1-thiones and 2-[2-(alkenyloxy)benzylidene]-3,4-dihydronaphthalene-1(2H)-thiones
Abstract
α,β-Unsaturated thioketones 4, 5 and 9, which are formed in situ by thionation of the corresponding ketones, undergo intramolecular hetero Diels–Alder reactions with high regio- and diastereo-selectivities (trans/cis) to give dihydrothiopyran-fused cycloadducts 6, 7 and 10.