6533b7d8fe1ef96bd12697c1

RESEARCH PRODUCT

Cycloaddition reactions of 2H-benzo[b]thiete and conjugated cyclic dienes

Herbert MeierDieter Gröschl

subject

chemistry.chemical_compoundCyclopentadieneChemistryOrganic ChemistryConjugated systemMedicinal chemistryCycloaddition

description

2H-Benzo[b]thiete 1 reacts with cyclopentadiene 3 in consecutive [8π + 2π]cycloadditions yielding the condensed heterocycles 6–8. Tetracyclone 9 on the other hand gives only the monoadduct 10. An [8π + 8π]cycloaddition can be observed for 1 and diphenylisobenzofuran 11. The related π system 13 shows again consecutive [477π + 27π]processes (1 + 13 ← 14, 15).

https://doi.org/10.1002/jhet.5570330630