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Synthesis of sulfinamides


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In the presence of Pd2(dba)3, tBuXPhos, NaOH, and a small amount of water, the C-N cross coupling of chiral tert-butanesulfinamide and aryl halides was accomplished to give N-aryl tert-butanesulfinamide without racemization, and the coupling of racemic p-toluenesulfinamide smoothly afforded N-aryl p-toluenesulfinamides. Addition of a small amount of water to the catalytic system was of importance to obtain high yields.
X. Sun, X. Tu, C. Sai, X. Zhang, B. Zhang, Q. Zeng, J. Org. Chem., 2012, 77, 4454-4459.