Organic Letters
Organic Letters
5 years ago

Synthesis of Spiropentadiene Pyrazolones by Rh(III)-Catalyzed Formal sp3 C–H Activation/Annulation

Synthesis of Spiropentadiene Pyrazolones by Rh(III)-Catalyzed Formal sp3 C–H Activation/Annulation
Panpan Li, Aijun Lin, Meng Gu, Jiuan Zheng, Hequan Yao
A Rh-catalyzed enol-directed formal sp3 C–H activation/annulation of α-arylidene pyrazolones with alkynes has been developed. This reaction provides a convenient route to synthesize spiropentadiene pyrazolones in good to excellent yields at room temperature, exhibiting good functional group tolerance, gram scalability, and high regioselectivity. Of note, the α-arylidene pyrazolone was introduced as a novel C3 synthon in C–H activation/annulation.

Publisher URL: http://dx.doi.org/10.1021/acs.orglett.7b00930

DOI: 10.1021/acs.orglett.7b00930

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