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Carboxyzincation Employing Carbon Dioxide and Zinc Powder: Cobalt-Catalyzed Multicomponent Coupling Reactions with Alkynes

Authors :
Keisuke Nogi
Jun Terao
Yasushi Tsuji
Tetsuaki Fujihara
Source :
Journal of the American Chemical Society. 138:5547-5550
Publication Year :
2016
Publisher :
American Chemical Society (ACS), 2016.

Abstract

Cobalt-catalyzed carboxyzincation reactions employing carbon dioxide and zinc metal powder are developed. By using alkynes as substrates, regio- and stereodefined (Z)-β-zincated acrylates are provided. The corresponding alkenylzinc moiety can be converted to various substituents, affording multisubstituted acrylic acids. Furthermore, by adding electron-deficient alkene to the reaction system, the four-component coupling reactions of alkyne, alkene, CO2, and the Zn atom proceed via carboxyzincation.

Details

ISSN :
15205126 and 00027863
Volume :
138
Database :
OpenAIRE
Journal :
Journal of the American Chemical Society
Accession number :
edsair.doi.dedup.....3f024dfccc333040ae07445385d649f3