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Synthesis 1987; 1987(3): 265-267
DOI: 10.1055/s-1987-27910
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Utilization of the ArH-PCl3-AlCl3 Reaction Product as the Source of Phosphorus in the Phosphetane Synthesis of McBride, et al.

En-yun Yao* , Jerzy Szewczyk, Louis D. Quin
  • *Gross Chemical Laboratory, Duke University, Durham, NC 27706, U.S.A.
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Publication Date:
12 September 2002 (online)

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A variation of the phosphetane 1-oxide synthesis of McBride, et al., is described, in which, instead of arylphosphonous dihalide, the in situ reaction of arenes with phosphorus trichloride-aluminum trichloride is used in a one-pot approach. Reaction of the complex formed with 3,3-dimethyl-1-butene or 2,4,4-trimethyl-2-pentene results in the formation of cis/trans mixtures of 1-aryl-2,2,3-trimethylphosphetane 1-oxides or 1-aryl-2,2,3,4,4-pentamethylphosphetane 1-oxides, respectively, in which the trans isomer predominates.