Palladium-Catalyzed C-N Cross Coupling of Sulfinamides and Aryl Halides
Xiaofei Sun, Xingzhao Tu, Chuan Dai, Xiaoping Zhang, Binbin Zhang and Qingle Zeng*
*Institute of Green Catalysis and Synthesis, College of
Materials and Chemistry & Chemical Engineering, Chengdu University of
Technology, Chengdu 610059, China, Email: qinglezeng
hotmail.com
X. Sun, X. Tu, C. Sai, X. Zhang, B. Zhang, Q. Zeng, J. Org. Chem., 2012, 77, 4454-4459.
DOI: 10.1021/jo3003584
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Abstract
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.
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Key Words
ID: J42-Y2012-1370
