Selective Monoarylation of Primary Amines Using the Pd‐PEPPSI‐IPentCl Precatalyst |
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| Authors: | Sepideh Sharif Dr Richard P Rucker Dr Nalin Chandrasoma Dr David Mitchell Dr Michael J Rodriguez Dr Robert D J Froese Prof Michael G Organ |
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| Institution: | 1. Department of Chemistry, York University, 4700 Keele Street, Toronto, Ontario, M3J1P3 (Canada);2. Lilly Research Laboratories, A Division of Eli Lilly and Company, Indianapolis, IN 46285 (USA);3. The Dow Chemical Company, Midland, MI 48674 (USA) |
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| Abstract: | A single set of reaction conditions for the palladium‐catalyzed amination of a wide variety of (hetero)aryl halides using primary alkyl amines has been developed. By combining the exceptionally high reactivity of the Pd‐PEPPSI‐IPentCl catalyst (PEPPSI=pyridine enhanced precatalyst preparation, stabilization, and initiation) with the soluble and nonaggressive sodium salt of BHT (BHT=2,6‐di‐tert‐butyl‐hydroxytoluene), both six‐ and five‐membered (hetero)aryl halides undergo efficient and selective amination. |
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| Keywords: | amination cross‐coupling palladium PEPPSI selectivity |
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