6533b82efe1ef96bd129305c

RESEARCH PRODUCT

Cycloaddition reactions of 2-vinylthiophen

Belén AbarcaRafael BallesterosEmilio EnriquezGurnos Jones

subject

Dimethyl acetylenedicarboxylatechemistry.chemical_compoundBicyclic moleculeChemistryMethyl propiolateOrganic ChemistryDrug DiscoveryOrganic chemistryMaleic anhydrideDehydrogenationMethyl acrylateBiochemistryCycloaddition

description

Abstract Cycloaddition reactions between 2-vinylthiophen and the dienophiles maleic anhydride, dimethyl acetylenedicarboxylate,' methyl propiolate, and methyl acrylate, are reported. Products include simple benzo[b]thiophen carboxylates (6, 13, 17) and reduced derivatives (3, 4, 18). The acetylenic dienophiles also gave a dihydrobenzthienyl-acrylate (16) or -fumarate (11), and the dithienylcyclohexene esters (7) and (14).

https://doi.org/10.1016/s0040-4020(01)96638-4