Synthesis of the benzhydryl motif via a Suzuki-Miyaura coupling of arylboronic acids and 3-chloroacrylonitriles |
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Authors: | Taylor Steven J Netherton Matthew R |
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Affiliation: | Boehringer Ingelheim Pharmaceuticals, Inc., 900 Ridgebury Road, P.O. Box 368, Ridgefield, Connecticut 06877-0368, USA. staylor@rdg.boehringer-ingelheim.com |
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Abstract: | [reaction: see text] A simple two-step procedure for synthesizing functionalized benzhydrylamines is described. The first step involves a Suzuki-Miyaura coupling reaction between arylboronic acids and 3-chloro-3-arylacrylonitriles at 45 degrees C. A variety of boronic acids and substituted acrylonitriles can be used for the reaction. The resulting 3,3-diaryl-substituted acrylonitriles can be converted into their corresponding Boc-protected amines by catalytic hydrogenation. |
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