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Direct Access to Allenylphosphine Oxides via a Metal Free Coupling of Propargylic Substrates with P(O)H Compounds

Chun-Hua Yang, Huihui Fan, Huimin Li, Shenyin Hou, Xiangkun Sun, Donghao Luo, Yinchao Zhang, Zhantao Yang* and Junbiao Chang*

*School of Pharmaceutical Sciences, Zhengzhou University, Zhengzhou, Henan 450001, P. R. China, Email:,

C.-H. Yang, H. Fan, H. Li, S. Hou, X. Sun, D. Luo, Y. Zhang, Z. Yang, J. Chang, Org. Lett., 2019, 21, 9438-9441.

DOI: 10.1021/acs.orglett.9b03645

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A direct and convenient coupling of propargylic substrates with diphenylphosphine oxide in the presence of Tf2O and 2,6-lutidine provides attractive allenylphosphoryl skeletons with high atom and step economy under metal free conditions.

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proposed mechanism

Key Words

allenes, phosphine oxides

ID: J54-Y2019