期刊
JOURNAL OF ORGANIC CHEMISTRY
卷 83, 期 15, 页码 7771-7778出版社
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.8b00661
关键词
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资金
- Science and Engineering Research Board, Department of Science and Technology (DST-SERB), India [SR/S2/JCB-09/2011, EMR/2014/000520]
- DST-SERB for DST Inspire programme
- Council of Scientific and Industrial Research
A controlled tandem synthetic route to azines from various alcohols and hydrazine hydrate by the use of a Ni(II) complex of 2,6-bis(phenylazo)pyridine as a catalyst is reported. In marked contrast to the previous report, the reaction is operative using an earth-abundant metal catalyst, milder reaction conditions, and aerobic conditions, which though are desirable but unprecedented in the literature. The catalytic reaction has a vast substrate scope including a single-step synthesis of phthalazine from 1,2-benzenedimethanol and hydrazine hydrate via intramolecular coupling. Mechanistic investigation suggests that the coordinated ligand redox controls the reaction by the use of a reversible azo (N=N)/hydrazo (NH-NH) redox couple where the metal center is used primarily as a template.
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