Nucleophilic Iododifluoromethylation of Aldehydes Using Bromine/Iodine Exchange

  • Vitalij V. Levin (1345599)
  • Vladimir O. Smirnov (1528486)
  • Marina I. Struchkova (1345590)
  • Alexander D. Dilman (1345596)
Publication date
September 2015

Abstract

A method for the iododifluoro­methylation of aromatic aldehydes using (bromo­difluoro­methyl)­trimethyl­silane (Me<sub>3</sub>SiCF<sub>2</sub>Br) is described. The selective formation of the CF<sub>2</sub>I group is based on using sodium iodide, with the sodium serving as a scavenger of bromide and iodide serving as a nucleophile with respect to difluorocarbene. The primary CF<sub>2</sub>I-addition products can undergo HI-elimination or iodine/zinc exchange followed by allylation in a one-pot manner

Extracted data

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