Journal
ORGANIC LETTERS
Volume 7, Issue 23, Pages 5135-5137Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol051916j
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Reaction of para-substituted anilines with styrene derivatives at elevated temperatures, when catalyzed by CF3SO3H, results in highly chemoselective ortho-alkylation of the aniline. When R = H, dialkylation can be achieved by varying the ratio of styrene to aniline. Several different substituted anilines and styrenes were examined, and good yields (42-87%) were obtained, except in the case where electron-withdrawing substituents are present on the styrene.
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