Literature DB >> 27599493

Efficient one-pot synthesis of new 1-amino substituted pyrrolo[1,2-a]quinoline-4-carboxylate esters via copper-free Sonogashira coupling reactions.

Ali Keivanloo1, Shaghayegh Sadat Kazemi2, Hossein Nasr-Isfahani2, Abdolhamid Bamoniri3.   

Abstract

The reactions of several 2-chloroquinoline-3-carboxylate esters with propargyl alcohol and a secondary amine in the presence of palladium catalyst leads to the formation of new alkyl 1-amino substituted pyrrolo[1,2-a]quinoline-4-carboxylate derivatives. This one-pot process, carried out in the absence of any copper salt, provides an efficient method for the synthesis of functionalized pyrrolo[1,2-a]quinolines in good-to-high yields.

Entities:  

Keywords:  Copper-free; Palladium catalyst; Propargyl alcohol; Pyrrolo[1,2-a]quinoline; Sonogashira coupling

Mesh:

Substances:

Year:  2016        PMID: 27599493     DOI: 10.1007/s11030-016-9694-7

Source DB:  PubMed          Journal:  Mol Divers        ISSN: 1381-1991            Impact factor:   2.943


  13 in total

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7.  The copper-free Sonogashira cross-coupling reaction promoted by palladium complexes of nitrogen-containing chelating ligands in neat water at room temperature.

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8.  A copper- and amine-free sonogashira reaction employing aminophosphines as ligands.

Authors:  Jiang Cheng; Yanhui Sun; Feng Wang; Minjie Guo; Jian-Hua Xu; Yi Pan; Zhaoguo Zhang
Journal:  J Org Chem       Date:  2004-08-06       Impact factor: 4.354

9.  Efficient copper-free PdCl2(PCy3)2-catalyzed Sonogashira coupling of aryl chlorides with terminal alkynes.

Authors:  Chenyi Yi; Ruimao Hua
Journal:  J Org Chem       Date:  2006-03-17       Impact factor: 4.354

10.  Functionalization of protected tyrosine via Sonogashira reaction: synthesis of 3-(1,2,3-triazolyl)-tyrosine.

Authors:  Stanley N S Vasconcelos; Anwar Shamim; Bakhat Ali; Isadora M de Oliveira; Hélio A Stefani
Journal:  Mol Divers       Date:  2015-10-26       Impact factor: 2.943

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  1 in total

1.  One-pot sequential coupling reactions as a new practical protocol for the synthesis of unsymmetrical 2,3-diethynyl quinoxalines and 4-ethynyl-substituted pyrrolo[1,2-a]quinoxalines.

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Journal:  Mol Divers       Date:  2020-04-16       Impact factor: 2.943

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