4.7 Article

One-Step Catalytic Synthesis of Alkyl-Substituted Quinolines

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 79, Issue 20, Pages 9835-9841

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jo5015883

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Funding

  1. University of California
  2. Cancer Research Coordinating Committee Funds

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Difficult-to-access alkyl-substituted quinolines are formed directly from commercially available anilines, aldehydes, and alkynes bearing a variety of substituents. Copper(II) triflate catalyzes this three-component coupling without ligand, cocatalyst, solvent, or inert atmosphere. In addition, a two-component Povarov reaction forms 2,3-dialkyl quinolines under the same green conditions that enable the selective three-component synthesis of 2-alkyl quinolines as well as more common aryl quinolines.

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