6533b86ffe1ef96bd12cdc0f

RESEARCH PRODUCT

BENZOTHIETES—VERSATILE SYNTHONS FOR THE PREPARATION OF HETEROCYCLES

Dieter GröschlAxel MayerHerbert Meier

subject

chemistrySynthonHeteroatomchemistry.chemical_elementRegioselectivityOrganic chemistryStereoselectivityRing (chemistry)SulfurOxygenCombinatorial chemistryCycloaddition

description

Abstract Thermal or photochemical ring opening transforms benzo[b]thiete to o-thiobenzoquinonemethide, a highly reactive 8π electron system. Cycloaddition reactions or linear additions with subsequent cyclizations lead to larger heterocyclic rings. A variety of compounds containing sulfur and possibly further heteroatoms like nitrogen, oxygen or phosphorus in normal, medium and large ring systems can be synthesized on this route.

https://doi.org/10.1080/01961779408048965