4.5 Article

Synthesis of imidazo[1,2-a]pyridine-containing peptido- mimetics by tandem of Groebke-Blackburn-Bienayme and Ugi reactions

Journal

BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY
Volume 19, Issue -, Pages 727-735

Publisher

BEILSTEIN-INSTITUT
DOI: 10.3762/bjoc.19.53

Keywords

Groebke-Blackburn-Bienayme reaction; imidazo[1; 2-a]pyridine; isocyanide; multicomponent reaction; peptidomimetic; Ugi reaction

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Peptidomimetics with a substituted imidazo[1,2-a ]pyridine fragment were synthesized using a combination of Groebke-Black-burn-Bienayme and Ugi reactions. The resulting products contained substituted imidazo[1,2-a]pyridine and peptidomimetic moieties as pharmacophores, with four diversity points introduced from readily available starting materials. A focused compound library consisting of 20 Ugi products was prepared and screened for antibacterial activity.
Peptidomimetics with a substituted imidazo[1,2-a ]pyridine fragment were synthesized by a tandem of Groebke-Black-burn-Bienayme and Ugi reactions. The target products contain substituted imidazo[1,2-a]pyridine and peptidomimetic moieties as pharmacophores with four diversity points introduced from readily available starting materials, including scaffold diversity. A small focused compound library of 20 Ugi products was prepared and screened for antibacterial activity.

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