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Cobalt‐Catalyzed Oxidative Annulation of Nitrogen‐Containing Arenes with Alkynes: An Atom‐Economical Route to Heterocyclic Quaternary Ammonium Salts
Author(s) -
Prakash Sekar,
Muralirajan Krishnamoorthy,
Cheng ChienHong
Publication year - 2016
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.201509316
Subject(s) - annulation , catalysis , chemistry , ammonium , cobalt , nitrogen atom , rhodium , ruthenium , nitrogen , oxidative phosphorylation , medicinal chemistry , organic chemistry , combinatorial chemistry , group (periodic table) , biochemistry
Abstract Four cobalt‐catalyzed oxidative annulation reactions of nitrogen‐containing arenes with alkynes proceeds by C−H activation, thus leading to biologically useful quaternary ammonium salts, including pyridoisoquinolinium, cinnolinium, isoquinolinium, and quinolizinium salts, in high yields. The results are comparable to those reactions catalyzed by rhodium and ruthenium complexes. The transformation of the salts into various N‐heterocycles has also been demonstrated.