4.5 Article

CuI/SnCl2 Co-Catalyzed Four-Component Reaction of Ketones, Amines, Alkynes, and Carbon Dioxide

Journal

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2012, Issue 29, Pages 5665-5667

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201200990

Keywords

Ketones; Carbon dioxide fixation; Multicomponent reactions; Heterocycles; Copper

Funding

  1. National Natural Science Foundation of China [20932002, 21172076]
  2. National Basic Research Program of China (973 Program) [2010CB-732206]
  3. Doctoral Fund of the Ministry of Education of China [20090172110014]
  4. Guangdong Natural Science Foundation [10351064101000000]
  5. Fundamental Research Funds for the Central Universities [2011ZZ007]

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The four-component CuI and SnCl2 co-catalyzed assembly of ketones, amines, alkynes, and carbon dioxide could be performed in DMSO at 70 degrees C under CO2 pressure to synthesize 5-alkynlene oxazolidinones. It was found that steric hindrance had an extreme effect on the four-component coupling. Aliphatic ketones, basic primary amines, and aryl alkynes were good substrates.

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