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Gold(I)‐Catalyzed Diazo Cross‐Coupling: A Selective and Ligand‐Controlled Denitrogenation/Cyclization Cascade
Author(s) -
Xu Guangyang,
Zhu Chenghao,
Gu Weijin,
Li Jian,
Sun Jiangtao
Publication year - 2015
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201409845
Subject(s) - diazo , chemistry , moiety , ligand (biochemistry) , regioselectivity , catalysis , combinatorial chemistry , cascade , stereochemistry , photochemistry , organic chemistry , biochemistry , receptor , chromatography
An unprecedented gold‐catalyzed ligand‐controlled cross‐coupling of diazo compounds by sequential selective denitrogenation and cyclization affords N‐substituted pyrazoles in a position‐switchable mode. This novel transformation features selective decomposition of one diazo moiety and simultaneous preservation of the other one from two substrates. Notably, the choice of the ancillary ligand to the gold complex plays a pivotal role on the chemo‐ and regioselectivity of the reactions.