6533b86dfe1ef96bd12c9d5c

RESEARCH PRODUCT

Cycloaddition reactions. A new type of cycloadduct from a substituted 2-vinylthiophen and dmad

Concepción SorianoBelén AbarcaRafael Ballesteros

subject

Dimethyl acetylenedicarboxylateBicyclic moleculeOrganic ChemistryDiastereomerNuclear magnetic resonance spectroscopyBiochemistryCycloadditionAdductDiethyl azodicarboxylatechemistry.chemical_compoundchemistryDrug DiscoveryOrganic chemistryAliphatic compound

description

Abstract Cycloaddition reactions between 2-(1-cyanoallyl)thiophen and the dienophiles diethyl azodicarboxylate, N-phenylmaleimide , methyl propiolate, and dimethyl acetylenedicarboxylate are reported. Products include simple benzo[b] thiophen carboxylates (13,19) and reduced derivatives (8,9,10,12,18), as a mixture of diastereoisomers, except in the adduct with diethyl azodicarboxylate. With dimethyl acetylenedicarboxylate a new type of tricyclic compound was also found (20).

https://doi.org/10.1016/s0040-4020(01)90036-5