Highly Selective Cyclization and Isomerization of Propargylamines to Access Functionalized Quinolines and 1-Azadienes.

Zheng-Guang Wu, Hui Zhang, Chenhui Cao, Chaowu Lu, Aiwei Jiang, Jie He, Qin Zhao, Yanfeng Tang

Abstract read

In one paragraph

Article in Molecules (Basel, Switzerland), 2023. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 2 papers.

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2citing papers in PubMed

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2 citing papers in PubMed.

Light-Driven Epimerization: Diastereoconvergent Synthesis of [Angewandte Chemie (International ed. in English) · 2026
Article
State-of-the-art transition metal-catalyzed approaches to quinoline frameworksRSC advances · 2025
Review

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Authors and funding

8 authors.

Zheng-Guang WuSchool of Chemistry and Chemical Engineering, Nantong University, Nantong 226019, China.ORCID 0000-0002-6989-6066

Hui ZhangSchool of Chemistry and Chemical Engineering, Nantong University, Nantong 226019, China.

Chenhui CaoAnhui Sholon New Material Technology Co., Ltd., Chuzhou 239500, China.

Chaowu LuSchool of Chemistry and Chemical Engineering, Nantong University, Nantong 226019, China.

Aiwei JiangSchool of Chemistry and Chemical Engineering, Nantong University, Nantong 226019, China.

Jie HeSchool of Chemistry and Chemical Engineering, Nantong University, Nantong 226019, China.

Qin ZhaoSchool of Chemistry and Chemical Engineering, Nantong University, Nantong 226019, China.

Yanfeng TangSchool of Chemistry and Chemical Engineering, Nantong University, Nantong 226019, China.

Funding

National Natural Science Foundation of China 22005158

6 · The paper itself

Abstract

Developing new organic reactions with excellent atom economy and high selectivity is significant and urgent. Herein, by ingeniously regulating the reaction conditions, highly selective transformations of propargylamines have been successfully implemented. The palladium-catalyzed cyclization of propargylamines generates a series of functionalized quinoline heterocycles, while the base-promoted isomerization of propargylamines affords diverse 1-azadienes. Both reactions have good functional group tolerance, mild conditions, excellent atom economy and high yields of up to 93%. More importantly, these quinoline heterocycles and 1-azadienes could be flexibly transformed into valuable compounds, illustrating the validity and practicability of the propargylamine-based highly selective reactions.

Indexed as

cyclizationheterocyclehigh selectivityisomerizationpropargylamine

Identifiers

PMID37687088

DOI10.3390/molecules28176259

PMCPMC10488633

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