Cyclopropylation of arylamines at the 2-position with cyclopropylmagnesium carbenoids |
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| Authors: | Yukie Yamada |
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| Institution: | Graduate School of Chemical Sciences and Technology, Tokyo University of Science; Ichigaya-funagawara-machi 12, Shinjuku-ku, Tokyo 162-0826, Japan |
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| Abstract: | Direct cyclopropylation of arylamines at the 2-position with 1-chlorocyclopropyl phenyl sulfoxides was achieved. The reaction of N-lithio arylamines with cyclopropylmagnesium carbenoids, which are generated from 1-chlorocyclopropyl phenyl sulfoxides with i-PrMgCl via the sulfoxide-magnesium exchange reaction, is the key of this procedure. This method offers an unprecedented way for the synthesis of arylamines having a cyclopropane ring at the 2-position directly from arylamines. |
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| Keywords: | Magnesium carbenoid Cyclopropylmagnesium carbenoid Cyclopropylation Cyclopropylation of arylamine 2-Cyclopropylated arylamine |
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