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B(C 6 F 5 ) 3 ‐Catalyzed Cascade Reduction of Pyridines
Author(s) -
Liu ZhiYun,
Wen ZhiHui,
Wang XiaoChen
Publication year - 2017
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201702304
Subject(s) - hydrosilylation , nitrile , catalysis , cascade , chemistry , realization (probability) , nitro , ketone , reagent , combinatorial chemistry , hydroboration , reduction (mathematics) , medicinal chemistry , organic chemistry , mathematics , geometry , chromatography , statistics , alkyl
Abstract B(C 6 F 5 ) 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.