Literature DB >> 16776542

Convergent synthesis of the quinolone substructure of BILN 2061 via carbonylative Sonogashira coupling/cyclization.

Nizar Haddad1, Jonathan Tan, Vittorio Farina.   

Abstract

A convergent synthesis of quinolone 2 (key substructure of the protease inhibitor BILN 2061) was developed via palladium-catalyzed carbonylation of 2-iodo-5-methoxyaniline (4) with thiazolylacetylene 5.

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Year:  2006        PMID： 16776542     DOI： 10.1021/jo060556q

Source DB:  PubMed          Journal:  J Org Chem        ISSN： 0022-3263            Impact factor:   4.354


  5 in total

1.  Facile Access to Sterically Hindered Aryl Ketones via Carbonylative Cross-Coupling: Application to the Total Synthesis of Luteolin.

Authors:  B Michael O'Keefe; Nicholas Simmons; Stephen F Martin
Journal:  Tetrahedron       Date:  2011-06-17       Impact factor: 2.457

2.  Carbonylative cross-coupling of ortho-disubstituted aryl iodides. convenient synthesis of sterically hindered aryl ketones.

Authors:  B Michael O'Keefe; Nicholas Simmons; Stephen F Martin
Journal:  Org Lett       Date:  2008-10-24       Impact factor: 6.005

3.  Synthesis and biological activity of 3-[phenyl(1,3-thiazol-2-yl)-amino]propanoic acids and their derivatives.

Authors:  Vytautas Mickevičius; Aušra Voskienė; Ilona Jonuškienė; Ramūnė Kolosej; Jūratė Šiugždaitė; Petras Rimantas Venskutonis; Rita Kazernavičiūtė; Zita Brazienė; Elena Jakienė
Journal:  Molecules       Date:  2013-12-05       Impact factor: 4.411

Review 4.  Recent advances in the synthesis of N-containing heteroaromatics via heterogeneously transition metal catalysed cross-coupling reactions.

Authors:  Laurent Djakovitch; Nelly Batail; Marie Genelot
Journal:  Molecules       Date:  2011-06-23       Impact factor: 4.411

5.  Cyclopropanation-ring expansion of 3-chloroindoles with α-halodiazoacetates: novel synthesis of 4-quinolone-3-carboxylic acid and norfloxacin.

Authors:  Sara Peeters; Linn Neerbye Berntsen; Pål Rongved; Tore Bonge-Hansen
Journal:  Beilstein J Org Chem       Date:  2019-09-13       Impact factor: 2.883
  5 in total

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