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Gold(I)‐Catalyzed Diazo Coupling: Strategy towards Alkene Formation and Tandem Benzannulation
Author(s) -
Zhang Daming,
Xu Guangyang,
Ding Dong,
Zhu Chenghao,
Li Jian,
Sun Jiangtao
Publication year - 2014
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.201406712
Subject(s) - diazo , catalysis , tandem , carbene , aromatization , cyclopropanation , alkene , chemistry , combinatorial chemistry , coupling (piping) , photochemistry , organic chemistry , materials science , metallurgy , composite material
A gold(I)‐catalyzed cross‐coupling of diazo compounds to afford tetrasubstituted alkenes has been developed by taking advantage of a trivial electronic difference between two diazo substrates. A N‐heterocyclic‐carbene‐derived gold complex is the most effective catalyst for this transformation. Based on this new strategy, a gold(I)‐initiated benzannulation has been achieved through a tandem reaction involving a diazo cross‐coupling, 6π electrocyclization, and oxidative aromatization.