4.8 Article

Cobalt-Catalyzed Oxidative Annulation of Nitrogen-Containing Arenes with Alkynes: An Atom-Economical Route to Heterocyclic Quaternary Ammonium Salts

Journal

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 55, Issue 5, Pages 1844-1848

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201509316

Keywords

alkynes; annulations; C-H activation; cobalt; heterocycles

Funding

  1. Ministry of Science and Technology of the Republic of China [MOST-103-2633-M-007-001]

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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.

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