Electrochemically Promoted Fluoroalkylation–Distal Functionalization of Unactivated Alkenes

Difunctionalization of olefins represents a powerful synthetic tool and yet a challenging task. This work describes an electrochemically enabled fluoroalkylation–migration reaction of unactivated olefins in the absence of a strong oxidant or heavy metal catalyst, affording fluorinated (hetero)­aryl...

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Bibliographic Details
Published inOrganic letters Vol. 21; no. 6; pp. 1857 - 1862
Main Authors Zou, Zhenlei, Zhang, Weigang, Wang, Yang, Kong, Lingyu, Karotsis, Georgios, Wang, Yi, Pan, Yi
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 15.03.2019
Amer Chemical Soc
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
DIFUNCTIONALIZATION
OXIDATION
STYRENES
ALKYLATION
ISOCYANIDES
CATALYZED INTERMOLECULAR TRIFLUOROMETHYLARYLATION
DIFLUOROALKYLATION
ARYL MIGRATION
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Summary:Difunctionalization of olefins represents a powerful synthetic tool and yet a challenging task. This work describes an electrochemically enabled fluoroalkylation–migration reaction of unactivated olefins in the absence of a strong oxidant or heavy metal catalyst, affording fluorinated (hetero)­aryl ketones in good yields and excellent regioselectivities. The efficient and sustainable electrochemical strategy provides a rapid access to a dual functionalized fluorine-containing heterocyclic manifold.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
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ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.9b00444