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Synlett 2001; 2001(10): 1662
DOI: 10.1055/s-2001-17469
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2-(Trimethylsilyl)phenyl Trifluoromethanesulfonate

Diego Peña*
  • *Departamento de Química Orgánica y Unidad Asociada al C.S.I.C, Facultad de Química, Universidad de Santiago de Compostela, 15782 Santiago de Compostela, Spain; E-mail: qodpena@usc.es
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Publication Date:
27 September 2001 (online)

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Although benzyne (4) has been widely used in organic synthesis, there are relatively few ways of generating it under mild conditions from readily available chemicals. Subjecting 2-(trimethylsilyl)phenyl trifluoromethanesulfonate (3) to fluoride-induced 1,2-elimination generates benzyne conveniently at room temperature without the use of strong bases or oxidants.