6533b7d2fe1ef96bd125e901

RESEARCH PRODUCT

Cycloaddition Reactions of 2H-Benzo[b]thiete and Thiocarbonyl Compounds

Dieter GröschlRainer BeckertDieter WeißHerbert Meier

subject

chemistry.chemical_classificationDouble bondchemistryStereochemistryOrganic ChemistryRegioselectivityGeneral ChemistryPhysical and Theoretical ChemistryMedicinal chemistryCycloaddition

description

2H-Benzo[b]thiete (1) reacts in the o-quinoid form 1′ with the cyclic trithiocarbonates 4 and 6a, b and with the thioketones 8, 10 and 12 in [8π + 2π] cycloaddition reactions to the spiro compounds 5, 7a, b, 9, 11a, b. Irrespective of the presence of CC double bonds, chemoselective and regioselective addition processes at the CS double bonds take place that lead to 4H-1,3-benzodithianes.

https://doi.org/10.1002/jlac.199719970743