School of Chemistry & Molecular Engineering, East China University of Science & Technology, 130 Meilong Rd, Shanghai 200237, China.
Molecules. 2018 Sep 20;23(10):2412. doi: 10.3390/molecules23102412.
A highly efficient acylative cross-coupling of trialkylboranes with activated amides has been effected at room temperature to give the corresponding alkyl ketones in good to excellent yields by using 1,3-bis(2,6-diisopropyl)phenylimidazolylidene and 3-chloropyridine co-supported palladium chloride, the PEPPSI catalyst, in the presence of K₂CO₃ in methyl -butyl ether. The scope and limitations of the protocol were investigated, showing good tolerance of acyl, cyano, and ester functional groups in the amide counterpart while halo group competed via the classical Suzuki coupling. The trialkylboranes generated in situ by hydroboration of olefins with BH₃ or 9-BBN performed similarly to those separately prepared, making this protocol more practical.
一种高效的酰基交叉偶联反应，即在室温下，三烷基硼与活化酰胺反应，生成相应的烷基酮，产率好到优秀，使用的是 1,3-双(2,6-二异丙基)苯基咪唑啉基和 3-氯吡啶共同负载的氯化钯，PEPPSI 催化剂，在甲基-丁基醚中存在 K₂CO₃。该方案的范围和局限性进行了研究，酰胺的酰基、氰基和酯官能团具有良好的耐受性，而卤代基团则通过经典的铃木偶联反应竞争。烯烃与 BH₃或 9-BBN 硼氢化反应原位生成的三烷基硼与分别制备的三烷基硼反应相似，使该方案更具实用性。
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