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. 2017 May 4:13:817-824.
doi: 10.3762/bjoc.13.82. eCollection 2017.

A practical and efficient approach to imidazo[1,2- a]pyridine-fused isoquinolines through the post-GBB transformation strategy

Taofeng Shao  1 , Zhiming Gong  1 , Tianyi Su  1 , Wei Hao  1 , Chao Che  1
Affiliations

A practical and efficient approach to imidazo[1,2- a]pyridine-fused isoquinolines through the post-GBB transformation strategy

Taofeng Shao et al. Beilstein J Org Chem. .

Abstract

Diversity-oriented synthesis of the biologically intriguing imidazo[1,2-a]pyridine-fused isoquinoline systems from readily available starting materials was achieved through the Groebke-Blackburn-Bienaymé reaction followed by a gold-catalyzed cyclization strategy. The synthetic approach is characterized by mild reaction conditions and a broad substrate scope, allowing for the rapid construction of structurally complex and diverse heterocycles in moderate to good yields.

Keywords: Groebke–Blackburn–Bienaymé reaction; Ugi reaction; imidazo[1,2-a]pyridines; isoquinolines; multicomponent reaction.

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Figures

Figure 1
Figure 1
Representative bioactive imidazo[1,2-a]pyridine and isoquinoline-containing derivatives.
Scheme 1
Scheme 1
GBB-based MCR strategy for the imidazo[1,2-a]pyridine-fused isoquinoline derivatives.
See this image and copyright information in PMC

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