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Synthesis 2009(11): 1807-1810
DOI: 10.1055/s-0029-1216793
DOI: 10.1055/s-0029-1216793
PAPER
© Georg Thieme Verlag
Stuttgart ˙ New York
Benzylic Brominations with N-Bromosuccinimide in (Trifluoromethyl)benzene
Further Information
Received
9 January 2009
Publication Date:
30 April 2009 (online)
Publication History
Publication Date:
30 April 2009 (online)
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Abstract
A variety of benzylic brominations were performed by using N-bromosuccinimide in (trifluoromethyl)benzene with photochemical activation in the presence of 2,2′-azobisisobutyronitrile, 1,1′-azobis(cyclohexanecarbonitrile), or benzoyl peroxide as the radical initiator. This system provides clean, rapid, and high-yielding reactions with replacement of conventional solvents, such as tetrachloromethane, by less-toxic (trifluoromethyl)benzene.
Key words
benzylic bromination - (trifluoromethyl)benzene - free radical - N-bromosuccinimide - azobisisobutyronitrile
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