Direct alkenylation of arylamines at the ortho-position |
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| Authors: | Tsuyoshi Satoh Yumi Ogino Masatomo Nakamura |
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| Institution: | Department of Chemistry, Faculty of Science, Tokyo University of Science, Kagurazaka, Shinjuku-ku, Tokyo 162-8601, Japan |
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| Abstract: | Treatment of magnesium alkylidene carbenoids, which were generated from 1-chlorovinyl p-tolyl sulfoxides with isopropylmagnesium chloride at −78 °C in toluene, with N-lithio arylamines gave ortho-alkenylated arylamines in moderate to good yields. The reaction was found to proceed in a highly stereospecific manner at the carbenoid carbon. This reaction offers a quite novel and direct alkenylation of arylamines at the ortho-position of the aromatic ring. |
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| Keywords: | Sulfoxide Sulfoxide-magnesium exchange reaction Magnesium alkylidene carbenoid Alkenylation ortho-Alkenylated arylamine |
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