Synthesis of novel benzo fused bridged azaheterocycles through the reaction of chalcone with hydrazone

We reported a direct construction of aza-[3.3.1]-bicycles from 2-aminochalcones and hydrazone. Notably, this method formed a potentially biologically active bridged structure containing multiple nitrogen atoms under mild conditions with high yields. This reaction exhibits broad substrate scope and e...

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Main Authors: Congyang Li, Ruochen Pang, Weiwu Ren
Format: Article
Language:English
Published: Elsevier 2025-03-01
Series:Tetrahedron Chem
Subjects:
Online Access:http://www.sciencedirect.com/science/article/pii/S2666951X2500004X
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author Congyang Li
Ruochen Pang
Weiwu Ren
author_facet Congyang Li
Ruochen Pang
Weiwu Ren
author_sort Congyang Li
collection DOAJ
description We reported a direct construction of aza-[3.3.1]-bicycles from 2-aminochalcones and hydrazone. Notably, this method formed a potentially biologically active bridged structure containing multiple nitrogen atoms under mild conditions with high yields. This reaction exhibits broad substrate scope and excellent functional group tolerance. This is a new type of benzo fused bridged azaheterocycles, which will be beneficial for further research on this skeleton.
format Article
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institution Kabale University
issn 2666-951X
language English
publishDate 2025-03-01
publisher Elsevier
record_format Article
series Tetrahedron Chem
spelling doaj-art-ff4cc2d5bc874ce183b4993c62c6ec9d2025-01-31T05:12:35ZengElsevierTetrahedron Chem2666-951X2025-03-0113100122Synthesis of novel benzo fused bridged azaheterocycles through the reaction of chalcone with hydrazoneCongyang Li0Ruochen Pang1Weiwu Ren2Molecular Synthesis Center & Key Laboratory of Marine Drugs, Chinese Ministry of Education, School of Medicine and Pharmacy, Ocean University of China, 5 Yushan Road, Qingdao, 266003, ChinaMolecular Synthesis Center & Key Laboratory of Marine Drugs, Chinese Ministry of Education, School of Medicine and Pharmacy, Ocean University of China, 5 Yushan Road, Qingdao, 266003, ChinaMolecular Synthesis Center & Key Laboratory of Marine Drugs, Chinese Ministry of Education, School of Medicine and Pharmacy, Ocean University of China, 5 Yushan Road, Qingdao, 266003, China; Laboratory for Marine Drugs and Bioproducts, Qingdao Marine Science and Technology Center, Qingdao, 266237, China; Corresponding author. Molecular Synthesis Center & Key Laboratory of Marine Drugs, Chinese Ministry of Education, School of Medicine and Pharmacy, Ocean University of China, 5 Yushan Road, Qingdao, 266003, ChinaWe reported a direct construction of aza-[3.3.1]-bicycles from 2-aminochalcones and hydrazone. Notably, this method formed a potentially biologically active bridged structure containing multiple nitrogen atoms under mild conditions with high yields. This reaction exhibits broad substrate scope and excellent functional group tolerance. This is a new type of benzo fused bridged azaheterocycles, which will be beneficial for further research on this skeleton.http://www.sciencedirect.com/science/article/pii/S2666951X2500004XFused bridged azaheterocycles2-Aminochalcone hydrazoneCyclization reactionAza-[3.3.1]-bicycle
spellingShingle Congyang Li
Ruochen Pang
Weiwu Ren
Synthesis of novel benzo fused bridged azaheterocycles through the reaction of chalcone with hydrazone
Tetrahedron Chem
Fused bridged azaheterocycles
2-Aminochalcone hydrazone
Cyclization reaction
Aza-[3.3.1]-bicycle
title Synthesis of novel benzo fused bridged azaheterocycles through the reaction of chalcone with hydrazone
title_full Synthesis of novel benzo fused bridged azaheterocycles through the reaction of chalcone with hydrazone
title_fullStr Synthesis of novel benzo fused bridged azaheterocycles through the reaction of chalcone with hydrazone
title_full_unstemmed Synthesis of novel benzo fused bridged azaheterocycles through the reaction of chalcone with hydrazone
title_short Synthesis of novel benzo fused bridged azaheterocycles through the reaction of chalcone with hydrazone
title_sort synthesis of novel benzo fused bridged azaheterocycles through the reaction of chalcone with hydrazone
topic Fused bridged azaheterocycles
2-Aminochalcone hydrazone
Cyclization reaction
Aza-[3.3.1]-bicycle
url http://www.sciencedirect.com/science/article/pii/S2666951X2500004X
work_keys_str_mv AT congyangli synthesisofnovelbenzofusedbridgedazaheterocyclesthroughthereactionofchalconewithhydrazone
AT ruochenpang synthesisofnovelbenzofusedbridgedazaheterocyclesthroughthereactionofchalconewithhydrazone
AT weiwuren synthesisofnovelbenzofusedbridgedazaheterocyclesthroughthereactionofchalconewithhydrazone