Abstract

A comparative study of the catalytic efficiency of Pd(0) and Cu(I) complexes in the reactions of adamantanamines with fluoro- and trifluoromethyl-substituted 2-bromopyridines was carried out using previously optimized catalytic systems. It was shown that in the absence of steric hindrances in the starting compounds, the copper and palladium catalysts were comparable in efficiency. In some cases, the yields of the target N-heteroarylated compounds in the copper-catalyzed reactions were even higher, which can be explained by the formation of N,N-diheteroarylated by-products under palladium-catalyzed conditions. At the same time, ortho-fluorine- and ortho-trifluoromethyl-substituted 2-bromopyridines successfully react exclusively under palladium catalysis.

中文翻译：

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金刚胺的芳基化：XI。钯和铜配合物在金刚胺与氟化 2-溴吡啶反应中的催化效率比较

摘要

使用先前优化的催化系统对金刚烷胺与氟代和三氟甲基取代的 2-溴吡啶反应中 Pd(0) 和 Cu(I) 配合物的催化效率进行了比较研究。结果表明，在起始化合物中不存在空间位阻的情况下，铜和钯催化剂的效率相当。在某些情况下，铜催化反应中目标N-杂芳基化化合物的产率甚至更高，这可以通过在钯催化条件下形成N，N-二杂芳基化副产物来解释。同时，邻氟和邻-三氟甲基取代的 2-溴吡啶仅在钯催化下成功反应。