Angewandte Chemie - International Edition
Angewandte Chemie - International Edition
5 years ago

B(C6F5)3-Catalyzed Cascade Reduction of Pyridines

B(C6F5)3-Catalyzed Cascade Reduction of Pyridines
Xiao-Chen Wang, Zhi-Yun Liu, Zhi-Hui Wen
B(C6F5)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. Reduction cascade: An operationally simple B(C6F5)3-catalyzed pyridine reduction method has been developed. The reaction occurs by a cascade process of dearomative hydrosilylation (or hydroboration) and transfer hydrogenation. The reduction features very broad functional-group tolerance.

Publisher URL: http://onlinelibrary.wiley.com/resolve/doi

DOI: 10.1002/anie.201702304

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