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

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 characteri...

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Main Authors: Taofeng Shao, Zhiming Gong, Tianyi Su, Wei Hao, Chao Che
Format: Article
Language:English
Published: Beilstein-Institut 2017-05-01
Series:Beilstein Journal of Organic Chemistry
Subjects:
Online Access:https://doi.org/10.3762/bjoc.13.82
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spelling doaj-8bc86030b61e4b6dab017ce45b72637e2021-02-02T01:36:06ZengBeilstein-InstitutBeilstein Journal of Organic Chemistry1860-53972017-05-0113181782410.3762/bjoc.13.821860-5397-13-82A practical and efficient approach to imidazo[1,2-a]pyridine-fused isoquinolines through the post-GBB transformation strategyTaofeng Shao0Zhiming Gong1Tianyi Su2Wei Hao3Chao Che4Laboratory of Chemical Genomics, Engineering Laboratory for Chiral Drug Synthesis, School of Chemical Biology and Biotechnology, Peking University Shenzhen Graduate School, Shenzhen 518055, ChinaLaboratory of Chemical Genomics, Engineering Laboratory for Chiral Drug Synthesis, School of Chemical Biology and Biotechnology, Peking University Shenzhen Graduate School, Shenzhen 518055, ChinaLaboratory of Chemical Genomics, Engineering Laboratory for Chiral Drug Synthesis, School of Chemical Biology and Biotechnology, Peking University Shenzhen Graduate School, Shenzhen 518055, ChinaLaboratory of Chemical Genomics, Engineering Laboratory for Chiral Drug Synthesis, School of Chemical Biology and Biotechnology, Peking University Shenzhen Graduate School, Shenzhen 518055, ChinaLaboratory of Chemical Genomics, Engineering Laboratory for Chiral Drug Synthesis, School of Chemical Biology and Biotechnology, Peking University Shenzhen Graduate School, Shenzhen 518055, ChinaDiversity-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.https://doi.org/10.3762/bjoc.13.82Groebke–Blackburn–Bienaymé reactionimidazo[1,2-a]pyridinesisoquinolinesmulticomponent reactionUgi reaction
collection DOAJ
language English
format Article
sources DOAJ
author Taofeng Shao
Zhiming Gong
Tianyi Su
Wei Hao
Chao Che
spellingShingle Taofeng Shao
Zhiming Gong
Tianyi Su
Wei Hao
Chao Che
A practical and efficient approach to imidazo[1,2-a]pyridine-fused isoquinolines through the post-GBB transformation strategy
Beilstein Journal of Organic Chemistry
Groebke–Blackburn–Bienaymé reaction
imidazo[1,2-a]pyridines
isoquinolines
multicomponent reaction
Ugi reaction
author_facet Taofeng Shao
Zhiming Gong
Tianyi Su
Wei Hao
Chao Che
author_sort Taofeng Shao
title A practical and efficient approach to imidazo[1,2-a]pyridine-fused isoquinolines through the post-GBB transformation strategy
title_short A practical and efficient approach to imidazo[1,2-a]pyridine-fused isoquinolines through the post-GBB transformation strategy
title_full A practical and efficient approach to imidazo[1,2-a]pyridine-fused isoquinolines through the post-GBB transformation strategy
title_fullStr A practical and efficient approach to imidazo[1,2-a]pyridine-fused isoquinolines through the post-GBB transformation strategy
title_full_unstemmed A practical and efficient approach to imidazo[1,2-a]pyridine-fused isoquinolines through the post-GBB transformation strategy
title_sort practical and efficient approach to imidazo[1,2-a]pyridine-fused isoquinolines through the post-gbb transformation strategy
publisher Beilstein-Institut
series Beilstein Journal of Organic Chemistry
issn 1860-5397
publishDate 2017-05-01
description 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.
topic Groebke–Blackburn–Bienaymé reaction
imidazo[1,2-a]pyridines
isoquinolines
multicomponent reaction
Ugi reaction
url https://doi.org/10.3762/bjoc.13.82
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