Bing Guan

Parallel synthesis of 3-aminoimidazo[1,2-a]pyridines and pyrazines by a new three-component condensation

Abstract A three-component condensation reaction between 2-aminopyridine, an aldehyde and an isonitrile catalyzed by scandium triflate affords derivatives of 3-aminoimidazo[1,2-a]pyridine; aminopyrazine reacts similarly. A library of heterocycles, prepared in high yield by parallel synthesis and purification on an ion-exchange resin, was subjected to further reactions at the amino group.

A novel dealkylation affording 3-aminoimidazo[1,2-a]pyridines: access to new substitution patterns by solid-phase synthesis†

Abstract The three-component synthesis of 3-aminoimidazo[1,2- a ]pyridine derivatives has been extended by a novel acid-induced dealkyation reaction that removes the 1,1,3,3-tetramethylbutyl group derived from the isonitrile input. This reaction was conducted on the solid-phase using the HMBA linker and the resulting products subjected to reductive alkylation using several aldehydes, thereby accessing novel substitution patterns at the 3-position.