Direct trifluoromethylthiolation of alcohols under mild reaction conditions: Conversion of R-OH into R-SCF3

Pavlo Nikolaienko; Roman Pluta; Magnus Rueping

doi:10.1002/chem.201402679

Direct trifluoromethylthiolation of alcohols under mild reaction conditions: Conversion of R-OH into R-SCF₃

Pavlo Nikolaienko, Roman Pluta, Magnus Rueping^*

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

67 Scopus citations

Abstract

A direct process for the trifluoromethylthiolation of allylic and benzylic alcohols under mild conditions has been developed. A wide range of free alcohols underwent nucleophilic substitution in the presence of stable CuSCF₃ and BF₃·Et₂O to give the corresponding products in good to excellent yields.

Original language	English (US)
Pages (from-to)	9867-9870
Number of pages	4
Journal	Chemistry - A European Journal
Volume	20
Issue number	32
DOIs	https://doi.org/10.1002/chem.201402679
State	Published - Aug 4 2014
Externally published	Yes

Keywords

alcohols
nucleophilic substitution
thioethers
trifluoromethyl sulfenylation

ASJC Scopus subject areas

General Chemistry
Catalysis
Organic Chemistry

Access to Document

10.1002/chem.201402679

Cite this

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title = "Direct trifluoromethylthiolation of alcohols under mild reaction conditions: Conversion of R-OH into R-SCF3",

abstract = "A direct process for the trifluoromethylthiolation of allylic and benzylic alcohols under mild conditions has been developed. A wide range of free alcohols underwent nucleophilic substitution in the presence of stable CuSCF3 and BF3·Et2O to give the corresponding products in good to excellent yields.",

keywords = "alcohols, nucleophilic substitution, thioethers, trifluoromethyl sulfenylation",

author = "Pavlo Nikolaienko and Roman Pluta and Magnus Rueping",

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AU - Pluta, Roman

AU - Rueping, Magnus

PY - 2014/8/4

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AB - A direct process for the trifluoromethylthiolation of allylic and benzylic alcohols under mild conditions has been developed. A wide range of free alcohols underwent nucleophilic substitution in the presence of stable CuSCF3 and BF3·Et2O to give the corresponding products in good to excellent yields.

KW - alcohols

KW - nucleophilic substitution

KW - thioethers

KW - trifluoromethyl sulfenylation

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DO - 10.1002/chem.201402679

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