4.7 Article

Synthesis of Azaheterocycles from Aryl Ketone O-Acetyl Oximes and Internal Alkynes by Cu-Rh Bimetallic Relay Catalysts

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 76, Issue 15, Pages 6159-6168

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jo200897q

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Funding

  1. Nanyang Technological University
  2. Singapore Ministry of Education
  3. Singapore Ministry of Education, and Science & Engineering Research Council (A*STAR) [082 101 0019]

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A synthetic method for azaheterocycles from aryl ketone O-acetyl oximes and internal alkynes has been developed by using the Cu(OAc)(2)-[Cp*RhCl2](2) bimetallic catalytic system. The reactions proceeded with both of anti- and syn-isomers of oximes with a wide scope of substituents. The Cu Rh bimetallic system could be applied for the synthesis of isoquinolines as well as beta-carboline, furo[2.3-c]pyridine, pyrrolo[2,3-c]pyridine, and thieno[2,3-c]pyridine derivatives.

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