Efficient photolytic C-H bond functionalization of alkylbenzene with hypervalent iodine() reagent

A practical approach to radical C-H bond functionalization by the photolysis of a hypervalent iodine( iii ) reagent is presented. The photolysis of [bis(trifluoroacetoxy)iodo]benzene (PIFA) leads to the generation of trifluoroacetoxy radicals, which allows the smooth transformation of various alkylb...

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Bibliographic Details
Published in:Chemical communications (Cambridge, England) England), 2016-03, Vol.52 (19), p.3758-3761
Main Authors: Sakamoto, Ryu, Inada, Tsubasa, Selvakumar, Sermadurai, Moteki, Shin A, Maruoka, Keiji
Format: Article
Language:English
Subjects:
Alkylbenzene
Alkylbenzenes
Benzene - chemistry
Bonding
Esters
Indicators and Reagents - chemistry
Iodine - chemistry
Photolysis
Radicals
Reagents
Transformations
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Summary:A practical approach to radical C-H bond functionalization by the photolysis of a hypervalent iodine( iii ) reagent is presented. The photolysis of [bis(trifluoroacetoxy)iodo]benzene (PIFA) leads to the generation of trifluoroacetoxy radicals, which allows the smooth transformation of various alkylbenzenes to the corresponding benzyl ester compounds under mild reaction conditions. A practical approach to radical C-H bond functionalization by the photolysis of a hypervalent iodine( iii ) reagent is presented.
ISSN:1359-7345
1364-548X
DOI:10.1039/c5cc07647a