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Dalton Trans. 2015 Dec 07;44(45):19456-9. doi: 10.1039/c5dt02214b. Epub 2015 Jul 31.

Reactions of allyl alcohols and boronic acids with trifluoromethanesulfonyl hypervalent iodonium ylide under copper-catalysis.

Dalton transactions (Cambridge, England : 2003)

Sadayuki Arimori, Masahiro Takada, Norio Shibata

Affiliations

  1. Department of Frontier Materials, Nagoya Institute of Technology, Gokiso, Showa-ku, Nagoya 466-8555, Japan. [email protected].

PMID: 26226886 DOI: 10.1039/c5dt02214b

Abstract

Trifluoromethylsulfinyl and trifluoromethylthio groups are both important substituents for pharmaceuticals, agrochemicals and functional materials. We herein report the trifluoromethylthiolation of allyl alcohols 2 with trifluoromethanesulfonyl hypervalent iodonium ylide 1 under copper catalysis to provide trifluoromethylsulfinyl compounds 3. Trifluoromethylthiolation of boronic acids 4 with 1 furnished trifluoromethylthio compounds 5.

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