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

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...

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Published inDalton transactions : an international journal of inorganic chemistry Vol. 44; no. 45; pp. 19456 - 19459
Main Authors Arimori, Sadayuki, Takada, Masahiro, Shibata, Norio
Format Journal Article
LanguageEnglish
Published CAMBRIDGE Royal Soc Chemistry 07.12.2015
Subjects
Agricultural chemicals
Alcohols
Catalysis
Chemistry
Chemistry, Inorganic & Nuclear
Copper
Copper compounds
Pharmaceuticals
Physical Sciences
Science & Technology
REAGENT
OXIDATIVE TRIFLUOROMETHYLTHIOLATION
SULFOXIDES
KETONES
ENANTIOSELECTIVE FLUORINATION
SILYL ENOL ETHERS
TERMINAL ALKYNES
SILVER(I) TRIFLUOROMETHANETHIOLATE
ARYL
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ISSN1477-9226
1477-9234
1477-9234
DOI10.1039/C5DT02214B

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Summary: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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ISSN:1477-9226
1477-9234
1477-9234
DOI:10.1039/C5DT02214B