6533b835fe1ef96bd129e902

RESEARCH PRODUCT

4 H ‐3,1‐Benzoxathiine aus Benzothiet und Carbonylverbindungen

Rudolf MengelM. SchmidtHans-peter NiedermannHerbert Meier

subject

Inorganic ChemistryBicyclic moleculeStereochemistryChemistryRegioselectivityThermal reactionElectron systemRing (chemistry)Medicinal chemistryCycloaddition

description

4H-3,1-Benzoxathiines from Benzothiete and Carbonyl Compounds The o-quinoid 8-π electron system 2, generated by thermal ring opening of benzothiete (1) undergoes [8π + 2π] cycloaddition reactions with electron-deficient carbonyl compounds 3. In accordance with the frontier orbital theory, 4H-3,1-benzoxathiines (4) are obtained in a regioselective manner.

https://doi.org/10.1002/cber.19901230530