Copper-Catalyzed Three-Component Oxytrifluoromethylation of Alkenes with Sodium Trifluoromethanesulfinate and Hydroxamic Acid

Radical paths: The title reaction of olefins with NaSO2CF3 and N‐hydroxy‐N‐phenylacetamide at room temperature is described for the first time (see scheme). This reaction provides a practical and convenient route to a series of trifluoromethylated alcohols bearing a wide range of functional groups....

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Published inAngewandte Chemie International Edition Vol. 52; no. 52; pp. 14177 - 14180
Main Authors Jiang, Xin-Yi, Qing, Feng-Ling
Format Journal Article
LanguageEnglish
Published Weinheim WILEY-VCH Verlag 23.12.2013
WILEY‐VCH Verlag
Wiley
Wiley Subscription Services, Inc
EditionInternational ed. in English
Subjects
Alcohols
Alkenes
Alkenes - chemistry
Bearing
Catalysis
Chemistry
Chemistry, Multidisciplinary
copper
Copper - chemistry
fluorine
Functional groups
Hydroxamic Acids - chemistry
Olefins
Oxidation-Reduction
Physical Sciences
radical chemistry
Radicals
Science & Technology
Sodium
Stereoisomerism
synthetic methods
SILVER-MEDIATED TRIFLUOROMETHYLATION
BOND FORMATION
SANDMEYER TRIFLUOROMETHYLATION
alkenes
OXIDATIVE TRIFLUOROMETHYLATION
ARYLBORONIC ACIDS
ARYL BORONIC ACIDS
AEROBIC DIOXYGENATION
PD(II)-CATALYZED ORTHO-TRIFLUOROMETHYLATION
copper
ELECTROPHILIC TRIFLUOROMETHYLATION
radical chemistry
synthetic methods
METAL-FREE
fluorine
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Summary:Radical paths: The title reaction of olefins with NaSO2CF3 and N‐hydroxy‐N‐phenylacetamide at room temperature is described for the first time (see scheme). This reaction provides a practical and convenient route to a series of trifluoromethylated alcohols bearing a wide range of functional groups.
Bibliography:National Basic Research Program of China - No. 2012CB21600
istex:F4C3C443C34CE5203C20CE8E4C50ADC5F4A6FB62
This work was supported by the National Natural Science Foundation of China (21072028, 21272036, 21332010) and the National Basic Research Program of China (2012CB21600).
National Natural Science Foundation of China - No. 21072028; No. 21272036; No. 21332010
ArticleID:ANIE201307595
ark:/67375/WNG-3JVNDHWC-V
ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
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ISSN:1433-7851
1521-3773
1521-3773
DOI:10.1002/anie.201307595