Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 81, Issue 15, Pages 6867-6874Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.6b01210
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Funding
- National Nature Science Foundation of China [21272069, 20672035]
- Fundamental Research Funds for the Central Universities
- Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences
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Addition of diarylphosphine oxides to the N=N double bond of azobenzenes leads to the formation of the P-substituted hydrazines in up to 98% yield for 24 examples, and the formation of diphenylphosphinic amides was observed in three substrates. This strategy features tolerance of a wide range of functional groups, simple operation, and mild reaction conditions. Specially, this method can be also applied to the gram-scale synthesis of the product. A polar reaction mechanism is also proposed based on control experiments.
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