Radical Reaction Using an Organocopper Reagent Derived from Ethyl Bromodifluoroacetate

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Title:Radical Reaction Using an Organocopper Reagent Derived from Ethyl Bromodifluoroacetate
Creators:
Sato, Kazuyuki
Ogawa, Yuko
Tamura, Misato
Harada, Mika
Ohara, Terumasa
Omote, Masaaki
Ando, Akira
Kumadaki, Itsumaro
Journal or Publication Title:
Collection of Czechoslovak Chemical Communications, 67, 9, pp. 1285-1295
Uncontrolled Keywords:Fluorine, Alkenes, Radicals, Ethyl bromodifluoroacetate, Copper powder, Fluorinated compounds, Radical additions

Abstract

In our previous work, reaction of ethyl bromodifluoroacetate (<strong>1</strong>) in the presence of Cu powder with olefins activated by an electron-withdrawing group gave the Michael-type adducts through an anionic intermediate. The same reaction with non-activated olefins was found to give addition products by a radical mechanism. The radical intermediate from α-methylstyrene was stabilized by a benzene ring and gave novel dimerization products. This reaction with 1-decene provided a convenient route to 2,2-difluorododecanoic acid. <p>

Title:Radical Reaction Using an Organocopper Reagent Derived from Ethyl Bromodifluoroacetate
Creators:
Sato, Kazuyuki
Ogawa, Yuko
Tamura, Misato
Harada, Mika
Ohara, Terumasa
Omote, Masaaki
Ando, Akira
Kumadaki, Itsumaro
Uncontrolled Keywords:Fluorine, Alkenes, Radicals, Ethyl bromodifluoroacetate, Copper powder, Fluorinated compounds, Radical additions
Divisions:Life and Chemical Sciences > Institute of Organic Chemistry and Biochemistry > Collection of Czechoslovak Chemical Communications
Journal or Publication Title:Collection of Czechoslovak Chemical Communications
Volume:67
Number:9
Page Range:pp. 1285-1295
ISSN:0010-0765
E-ISSN:1212-6950
Publisher:Institute of Organic Chemistry and Biochemistry
Related URLs:
URLURL Type
http://dx.doi.org/10.1135/cccc20021285UNSPECIFIED
ID Code:1992
Item Type:Article
Deposited On:06 Feb 2009 17:14
Last Modified:06 Feb 2009 16:14

Citation

Sato, Kazuyuki; Ogawa, Yuko; Tamura, Misato; Harada, Mika; Ohara, Terumasa; Omote, Masaaki; Ando, Akira; Kumadaki, Itsumaro (2002) Radical Reaction Using an Organocopper Reagent Derived from Ethyl Bromodifluoroacetate. Collection of Czechoslovak Chemical Communications, 67 (9). pp. 1285-1295. ISSN 0010-0765

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