Phosphine-Catalyzed Modular Synthesis of (<i>E</i>)-Allyl Hydrazones, Tetrahydropyridazines, and Pyridazines
A novel phosphine-catalyzed three-component reaction has been developed for the efficient construction (<i>E</i>)-allyl hydrazones/oximes. This transformation proceeds with excellent chemo- and regioselectivity while exhibiting remarkable functional group tolerance and broad substrate scope. Biologically relevant tetrahydropyridazines and pyridazines could also be readily synthesized via allylation/6-endo-trig processes in either a stepwise or one-pot manner. The utility of this methodology is further demonstrated by the use of <i>N</i>-allyl (pyridin-2-yl)hydrazones as configurationally stable ligands for Ullmann C-N coupling.
Authors
- Xueqin Wei (ORCID: https://orcid.org/0000-0003-2841-3950)
- Xueqiu Huang
- Jiecheng Ji (ORCID: https://orcid.org/0000-0002-5341-6072)
- Ying Chen (ORCID: https://orcid.org/0000-0002-7322-2224)
- Jie Wang (ORCID: https://orcid.org/0000-0002-5812-6082)
- Xiaofeng Liang (ORCID: https://orcid.org/0000-0001-8248-3816)
- Shuyuan Liang (ORCID: https://orcid.org/0009-0007-6060-9888)
Institutions
- Guangxi Medical University (CN)
- Sichuan University (CN)
Publication Details
- Journal
- Organic Letters
- Published
- 2025-06-13
- DOI
- https://doi.org/10.1021/acs.orglett.5c01453
- Citations
- 1
- Primary Topic
- Chemical Synthesis and Analysis
- Type
- article
- Field-Weighted Citation Impact
- 0.81
Funders
- Natural Science Foundation of Guangxi Zhuang Autonomous Region
- National Natural Science Foundation of China
- Guangxi Medical University
- Sichuan Province Science and Technology Support Program