6533b836fe1ef96bd12a122e

RESEARCH PRODUCT

Cycloaddition reactions of 3-vinylthiophen

Gurnos JonesBelén AbarcaRafael BallesterosEmilio Enriquez

subject

Bicyclic moleculeMethyl propiolateOrganic ChemistryMaleic anhydrideNuclear magnetic resonance spectroscopyBiochemistryMedicinal chemistryDimethyl esterCycloadditionchemistry.chemical_compoundAcetylenechemistryDrug DiscoveryOrganic chemistryMethyl acrylate

description

Abstract Cycloaddition reactions between 3-vinylthiophen and the dienophiles maleic anhydride, methyl acrylate, dimethyl acetylene - dicarboxylate, and methyl propiolate give products including methyl benzo[b]thiophen-7-carboxylate (11) and its dihydroderivative (10), the 6,7-dicarboxylic acid (3), its dimethyl ester (7) and dihydroester (6); the naphtho[a,b]dithiophen (14), and the novel ethano bridged benzo[b]thiophen (15).

https://doi.org/10.1016/s0040-4020(01)89954-3