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Synthesis of 3-aryl-2-aminoquinolines: palladium-catalyzed cascade reactions of gem-dibromovinylanilines with tert-butyl isocyanide and arylboronic acids†
Langxi Hu,Weijun Gui,Zichen Liu,Baishan Jiang
RSC Advances Pub Date : 08/13/2014 00:00:00 , DOI:10.1039/C4RA05670A
Abstract

A three-component cascade reaction involving gem-dibromovinylanilines, tert-butyl isocyanide and arylboronic acids for the efficient synthesis of 3-aryl-2-aminoquinolines has been developed. The reaction proceeds through palladium-catalyzed isocyanide insertion, intramolecular cyclization of gem-dibromovinylanilines followed by Suzuki coupling with arylboronic acids, and the corresponding products were obtained in good to excellent isolated yields.

Graphical abstract: Synthesis of 3-aryl-2-aminoquinolines: palladium-catalyzed cascade reactions of gem-dibromovinylanilines with tert-butyl isocyanide and arylboronic acids
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