Selective C-P(O) Bond Cleavage of Organophosphine Oxides by Sodium
Jian-Qiu Zhang, Eiichi Ikawa, Hiroyoshi Fujino, Yuki Naganawa, Yumiko Nakajima and Li-Biao Han*
*National Institute of Advanced Industrial Science and Technology (AIST), Tsukuba, Ibaraki 305-8565, Japan, Email: libiao-hanaist.go.jp
J.-Q. Zhang, E. Ikawa, H. Fujino, Y. Naganawa, Y. Nakajima, L.-B. Han, J. Org. Chem., 2020, 85, 14166-14173.
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Sodium exhibits better efficacy and selectivity than Li and K for converting Ph3P(O) to Ph2P(OM). A subsequent reaction with alkyl halides or with aryl halides in the presence of a Pd catalyst provides phosphine oxides in good to excellent yields.
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