Literature DB >> 11529779

A novel three-component butenolide synthesis.

B Beck1, M Magnin-Lachaux, E Herdtweck, A Dömling.   

Abstract

[reaction: see text]. 5-Acylamino butenolides can be assembled by a multicomponent reaction (MCR) of isocyanides, glyoxals, and acetophosphonic acid diethylesters, followed by a intramolecular Wittig-type reaction. The reaction can be performed either in one pot or with the isolation of the intermediate Passerini product. This versatile reaction offers three independent inputs displayed in the final product. Applications in combinatorial chemistry and natural product synthesis can be envisioned.

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Year:  2001        PMID: 11529779     DOI: 10.1021/ol016328u

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  6 in total

1.  Proceedings of the 2nd International Conference on Multi-Component Reactions, Combinatorial and Related Chemistry, Genoa, 14-16 April 2003.

Authors:  Luca Banfi
Journal:  Mol Divers       Date:  2003       Impact factor: 2.943

2.  An efficient and facile synthesis of 3-amino-5-chromenyl-butenolides from 3-formyl chromone, dialkyl acetylenedicarboxylate, and primary amines.

Authors:  Saeed Balalaie; Morteza Ashouriha; Frank Rominger; Hamid Reza Bijanzadeh
Journal:  Mol Divers       Date:  2013-01-23       Impact factor: 2.943

3.  5-Hy-droxy-7-phenyl-5-(prop-2-yn-1-yl)-5,6-dihydro-1-benzofuran-2(4H)-one monohydrate.

Authors:  Laura Torre-Fernández; Marcos G Suero; Santiago García-Granda
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2010-10-20

4.  Crystal structures of N-tert-butyl-3-(4-fluoro-phenyl)-5-oxo-4-[2-(tri-fluoro-meth-oxy)phen-yl]-2,5-di-hydro-furan-2-carboxamide and 4-(2H-1,3-benzodioxol-5-yl)-N-cyclo-hexyl-5-oxo-3-[4-(tri-fluoro-meth-yl)phen-yl]-2,5-di-hydro-furan-2-carboxamide.

Authors:  Sue A Roberts; Guillermo Martinez-Ariza; Christopher Hulme
Journal:  Acta Crystallogr E Crystallogr Commun       Date:  2015-01-24

Review 5.  Recent synthetic and medicinal perspectives of dihydropyrimidinones: A review.

Authors:  Ramandeep Kaur; Sandeep Chaudhary; Kapil Kumar; Manish K Gupta; Ravindra K Rawal
Journal:  Eur J Med Chem       Date:  2017-03-19       Impact factor: 6.514

Review 6.  The 100 facets of the Passerini reaction.

Authors:  Luca Banfi; Andrea Basso; Chiara Lambruschini; Lisa Moni; Renata Riva
Journal:  Chem Sci       Date:  2021-09-30       Impact factor: 9.825

  6 in total

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