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Published on: October 3, 2014
Direct Synthesis of Triazaaryl Phosphine Sulfides from White Phosphorus
Yu Chen1, Yu-Zhong Yang1, Xinlei Huangfu1,2
1Beijing National Laboratory for Molecular Sciences (BNLMS), State Key Laboratory of Rare-earth Materials Chemistry and Applications & Key Laboratory of Bioorganic Chemistry and Key Laboratory of Bioorganic Chemistry and Molecular Engineering of Ministry of Education, College of Chemistry and Molecular Engineering, Peking University, Beijing 100871, China.
Abstract:
A chlorine-free reaction was developed to synthesize triazaaryl phosphine sulfides and their analogues from white phosphorus (P4). Mediated by diphenyl disulfide/diselenide and sodium hydride, the P-N bond was formed directly from P4 with N-heteroaromatic substrates. This method features a one-pot process, mild conditions, and good substrate tolerance. A series of triazaaryl phosphine sulfides and their analogues were prepared with mild to excellent yields (58%-98%). In addition, the disulfide/diselenide media could be recycled.
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