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One-pot synthesis of tetracyclic fused imidazo[1,2-a]pyridines via a three-component reaction.

ABSTRACT: A novel three-component reaction has been developed to assemble biologically and pharmaceutically important tetracyclic fused imidazo[1,2-a]pyridines in a one-pot fashion utilizing readily available 2-aminopyridines, isatins and isocyanides. The three-component coupling proceeds through the Groebke-Blackburn-Bienaymé reaction followed by a retro-aza-ene reaction and subsequent nucleophilic reaction of the in-situ generated imidazo[1,2-a]pyridines bearing an isocyanate functional group.

SUBMITTER: Yang B

PROVIDER: S-EPMC4979633 | biostudies-literature | 2016

REPOSITORIES: biostudies-literature

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One-pot synthesis of tetracyclic fused imidazo[1,2-a]pyridines via a three-component reaction.

Yang Bo B Tao Chuanye C Shao Taofeng T Gong Jianxian J Che Chao C

Beilstein journal of organic chemistry 20160718

A novel three-component reaction has been developed to assemble biologically and pharmaceutically important tetracyclic fused imidazo[1,2-a]pyridines in a one-pot fashion utilizing readily available 2-aminopyridines, isatins and isocyanides. The three-component coupling proceeds through the Groebke-Blackburn-Bienaymé reaction followed by a retro-aza-ene reaction and subsequent nucleophilic reaction of the in-situ generated imidazo[1,2-a]pyridines bearing an isocyanate functional group. ...[more]

PMID: 27559401

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