A novel and convenient synthesis of benzonitriles: electrophilic cyanation of aryl and heteroaryl bromides |
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Authors: | Anbarasan Pazhamalai Neumann Helfried Beller Matthias |
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Institution: | Leibniz‐Institut für Katalyse e.V. an der Universit?t Rostock, Albert‐Einstein‐Strasse 29a, 18059 Rostock (Germany), Fax: (+49)?381‐1281‐51113 |
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Abstract: | N-Cyano-N-phenyl-p-methylbenzenesulfonamide has been used as a more benign electrophilic cyanation reagent for the synthesis of various benzonitriles from (hetero)aryl bromides via formation of Grignard reagents. Electronically different and sterically demanding aryl bromides including functionalized substrates and heteroaryl bromides are successfully cyanated in good to excellent yields. The efficiency of the present methodology is shown by the expeditious syntheses of interesting pharmaceutical intermediates. Notably, chemoselective monocyanation of dibromoarenes is also achieved. |
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Keywords: | aryl halides benzonitriles electrophilic cyanation Grignard reagents N‐CN reagents |
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