Journal
ORGANIC LETTERS
Volume 18, Issue 17, Pages 4206-4209Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.6b01867
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Funding
- Natural Science Foundation of China [21302070, 21271090]
- Jiangsu University Foundation [13JDG059]
- Qing Lan Project of Jiangsu Province
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A selective and high-yielding synthesis of polysubstituted pyrazoles through a VLPC (visible light photoredox catalysis)-promoted reaction of hydrazine with Michael acceptors is reported. The method employs very mild reaction conditions and uses air as the terminal oxidant, which makes the process environmentally benign. Different types of Michael acceptors with various substituents can undergo the reaction to afford corresponding pyrazoles in good to excellent yields. The reaction is proposed to go through VLPC-promoted oxidation of hydrazine to diazene followed by its addition to Michael acceptors, other than the conventional condensation of hydrazine with a carbonyl.
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