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Synthesis 2012; 44(17): 2754-2762
DOI: 10.1055/s-0032-1316613
DOI: 10.1055/s-0032-1316613
paper
Palladium-Catalyzed Intermolecular Domino Reaction of gem-Dibromoenynes with Anilines; A One-Pot Synthesis of Quinolines and Quinolinones
Further Information
Publication History
Received: 14 May 2012
Accepted after revision: 11 June 2012
Publication Date:
23 July 2012 (online)
Abstract
An efficient domino process involving palladium-catalyzed amination of an alkenyl bromide, 1,5-H transfer, annulation via 6-exo-dig electrophilic cyclization, and palladium-catalyzed etherification, is described. This reaction provides an efficient one-pot synthesis of multi-substituted quinolines and quinolinones from gem-dibromoenynes and anilines.
Supporting Information
- for this article is available online at http://www.thieme-connect.com/ejournals/toc/synthesis.
- Supporting Information
-
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For Pd-catalyzed alkenyl amination in cascade reactions, see:
For reviews on catalytic amination, see:
For recent catalytic etherification reactions, see:
For Pd-catalyzed N-vinylation of monohaloenynes leading to quinolines, see: