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Ruthenium‐Catalyzed N‐Alkylation for the Synthesis of 2‐ N ‐Pyridylmethyl Benzonitriles and an Exploration of Its Synthetic Utility
Author(s) -
Chen Mengmeng,
Zhang Min,
Xie Feng,
Wang Xiaoting,
Jiang Huanfeng
Publication year - 2014
Publication title -
chemcatchem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.497
H-Index - 106
eISSN - 1867-3899
pISSN - 1867-3880
DOI - 10.1002/cctc.201402455
Subject(s) - ruthenium , alkylation , chemistry , reagent , catalysis , binap , combinatorial chemistry , enantioselective synthesis , medicinal chemistry , organic chemistry
The N‐alkylation of 2‐aminobenzonitriles with pyridyl methanols as the alkylating reagents has been demonstrated by using an easily available Ru 3 (CO) 12 /Binap/ t BuOK [Binap=2,2′‐bis(diphenylphosphino)‐1,1′‐binaphthyl] catalyst system. The synthetic protocol can be used to synthesize various 2‐ N ‐pyridylmethyl benzonitriles in moderate to good isolated yields. Through an exploration of its synthetic utility, we have demonstrated a novel straightforward synthesis of biologically interesting 2,3‐diaryl‐1,2,3,4‐tetrahydrobenzo[ e ][1,4]diazepin‐5‐ones, which provides an important basis for the discovery of new bioactive compounds.