4.4 Article

On the use of 2-(trimethylsilyl)iodobenzene as a benzyne precursor

Journal

TETRAHEDRON LETTERS
Volume 51, Issue 50, Pages 6608-6610

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2010.10.052

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Funding

  1. EPSRC
  2. University of Sheffield

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A mild method for the generation of benzynes from 2-(trimethylsilyl)iodobenzene derivatives is reported. The employment of silver fluoride in conjunction with caesium fluoride is key for promoting useful levels of elimination and providing benzyne derived products in good yields. Moreover, the substrates are accessed by a novel alkynyl iodide cycloaddition. (C) 2010 Elsevier Ltd. All rights reserved.

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