4.8 Article

Phase-Vanishing Method with Acetylene Evolution and Its Utilization in Several Organic Syntheses

Journal

ORGANIC LETTERS
Volume 17, Issue 10, Pages 2354-2357

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.5b00827

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Funding

  1. Japan Society for the Promotion of Science (JSPS)
  2. Grants-in-Aid for Scientific Research [24550213] Funding Source: KAKEN

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A novel quadraphasic phase-vanishing system in which acetylene is evolved from calcium carbide and directly applied in situ to the Sonogashira coupling reaction was developed. This method, which provides a safe, convenient, and one-pot means to utilize gaseous reagents without special equipment, was also applied to a Cu-catalyzed azide-alkyne cycloaddition (CuAAC) reaction and a three-component aldehyde-alkyne-amine (A(3)) coupling reaction with excellent results.

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