6533b855fe1ef96bd12b1aef

RESEARCH PRODUCT

Reactivity of [1,2,3]Triazolo[1,5-a]pyridines as 1,3-dipoles

Belén AbarcaRafael BallesterosShamim AlomRosa Adam

subject

010405 organic chemistryChemistryOrganic Chemistry010402 general chemistry01 natural sciencesBiochemistry0104 chemical sciencesEthyl propiolatechemistry.chemical_compoundAcetyleneDrug DiscoveryPolymer chemistryEthyl acrylateReactivity (chemistry)

description

Abstract We have studied the reactions between [1,2,3]Triazolo[1,5- a ]pyridines 1a,b,c and electron-deficient ethylenes in different conditions. Compounds 1a and 1b react with ethyl propiolate, and dimethyl acetylene dicarboxylate giving a new class of biaryl compounds pyridyl pyrazoles, and with ethyl acrylate giving pyridyl cyclopropanes. Compound 1c did not give any product in the studied conditions. A proposal of mechanism of these reactions is done in which the triazolopyridines act as 1,3-dipoles giving 1,3-dipolar cycloadditions.

https://doi.org/10.1016/j.tet.2016.11.006