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B(C6 F5 )3 -Catalyzed Cascade Reduction of Pyridines
Zhi-Yun Liu1, Zhi-Hui Wen1, Xiao-Chen Wang1
1State Key Laboratory and Institute of Elemento-Organic Chemistry, Collaborative Innovation Center of Chemical Science and Engineering (Tianjin), College of Chemistry, Nankai University, 94 Weijin Road, Tianjin, 300071, China.
Abstract:
B(C6 F5 )3 has been found to be an effective catalyst for reduction of pyridines and other electron-deficient N-heteroarenes with hydrosilanes (or hydroboranes) and amines as the reducing reagents. The success of this development hinges upon the realization of a cascade process of dearomative hydrosilylation (or hydroboration) and transfer hydrogenation. The broad functional-group tolerance (e.g. ketone, ester, unactivated olefins, nitro, nitrile, heterocycles, etc.) implies high practical utility.