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. Author manuscript; available in PMC: 2010 Nov 25.
Published in final edited form as: J Am Chem Soc. 2009 Nov 25;131(46):16720–16734. doi: 10.1021/ja9044357

Table 4.

Diarylation of Primary Amides and Synthesis of Nuclear Receptor Binding Agent and Related Analogs.a,b

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a

Reaction conditions: ArX (2.2 equiv), amide (1.0 equiv), [(allyl)PdCl]2 (1 mol%), JackiePhos (5 mol%), K3PO4 (3.0 equiv), 3 Å mol sieves (200 mg/mmol), toluene (0.25 M), 110 °C, 17 h.

b

Yields reported are an average of at least two runs determined to be >95% pure by elemental analysis or 1H NMR.

c

Runs conducted with [(allyl)PdCl]2 (1.5 mol%), JackiePhos (7 mol%), 42 h.