4.4 Article

Elaboration of a Lewis acid-free protocol for the alkylation of silicon-containing π-donors by β-arylthioalkyl chlorides

Journal

TETRAHEDRON
Volume 66, Issue 10, Pages 1832-1836

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2010.01.045

Keywords

Electrophilic addition; Trifluoroethanol; Hexafluoroisopropanol; Hydrogen bonds

Funding

  1. RFBR [09-03-00666]
  2. Presidium RAS Program [18P-2009]

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Hexafluoroisopropanol (HFIP) was found to be a powerful electrophilic activator of covalent reagents. Due to this effect the title reaction was shown to proceed under mild conditions in the absence of any Lewis acid catalysts to give the respective products of C-alkylation in good to excellent yields. (C) 2010 Elsevier Ltd. All rights reserved.

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