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. Author manuscript; available in PMC: 2010 Oct 14.
Published in final edited form as: J Am Chem Soc. 2009 Mar 4;131(8):3042–3048. doi: 10.1021/ja8096114

Table 3.

C-arylation of diarylpyrazoles. Substrate scope.

graphic file with name nihms95102f9.jpg
Entry Product Isolated Yield
1 graphic file with name nihms95102t30.jpg 77%
2 graphic file with name nihms95102t31.jpg 88%
3 graphic file with name nihms95102t32.jpg 64%
4 graphic file with name nihms95102t33.jpg 70%
5 graphic file with name nihms95102t34.jpg 67%
6 graphic file with name nihms95102t35.jpg 53%
7 graphic file with name nihms95102t36.jpg 54%
8 graphic file with name nihms95102t37.jpg 43%

Reaction conditions: Pyrazole, ArBr (1.5 equiv), Pd(OAc)2 (5 mol %), P(n-Bu)Ad2 (7.5 mol %), K2CO3 (3 equiv), HOPiv (25 mol %), 2.5 M DMA, 140 °C, 12 hours. Yields are an average of at least two separate isolated yields.