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N ‐Heterocyclic Carbene Copper(I) Complex Catalyzed Coupling of (Hetero)aryl Chlorides and Nitrogen Heterocycles: Highly Efficient Catalytic System
Author(s) -
Zhang Mengyao,
Zhang Yingying,
Zhang Huixin,
Zeng Yongfei,
Liu Guiyan
Publication year - 2020
Publication title -
chinese journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.28
H-Index - 41
eISSN - 1614-7065
pISSN - 1001-604X
DOI - 10.1002/cjoc.201900461
Subject(s) - chemistry , carbene , aryl , catalysis , copper , nitrogen , medicinal chemistry , organic chemistry , coupling reaction , combinatorial chemistry , polymer chemistry , alkyl
Summary of main observation and conclusion A highly efficient catalytic system for the N ‐arylation reactions of (hetero)aryl chlorides and nitrogen heterocycles with a copper(I) complex containing a 1,10‐phenanthroline analogue N ‐heterocyclic carbene (NHC) has been reported. The complex was characterized by 1 H NMR and 13 C NMR spectroscopy and elemental analysis, and its structure was determined by single‐crystal X‐ray diffraction. The NHC‐copper(I) complex was employed as pre‐catalyst for Ullmann type N ‐arylation reactions of (hetero)aryl chlorides with various azoles. A variety of hindered and functionalized azoles and (hetero)aryl chlorides were transformed in good to excellent yields.