Literature DB >> 15209166

A reexamination of Biginelli-like multicomponent condensation reaction: one-pot regioselective synthesis of spiro heterobicyclic rings.

Ahmad Shaabani1, Ayoob Bazgir, Hamid Reza Bijanzadeh.   

Abstract

A pseudo four-component reaction is described, leading to the efficient regioselective synthesis of sigma symmetric spiro heterobicyclic rings using aldehydes and urea in the presence of cyclic beta-diester or beta-diamides such as Meldrum's acid or barbituric acid derivatives. The reaction needs no added catalyst and proceeds solvent-free conditions at 80 degrees C.

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Year:  2004        PMID: 15209166     DOI: 10.1023/b:modi.0000025613.35304.25

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


  4 in total

1.  Multicomponent Reactions with Isocyanides.

Authors: 
Journal:  Angew Chem Int Ed Engl       Date:  2000-09-15       Impact factor: 15.336

2.  A Reexamination of the Mechanism of the Biginelli Dihydropyrimidine Synthesis. Support for an N-Acyliminium Ion Intermediate(1).

Authors:  C. Oliver Kappe
Journal:  J Org Chem       Date:  1997-10-17       Impact factor: 4.354

3.  New regioselective multicomponent reaction: one pot synthesis of spiro heterobicyclic aliphatic rings.

Authors:  G Byk; H E Gottlieb; J Herscovici; F Mirkin
Journal:  J Comb Chem       Date:  2000 Nov-Dec

4.  Synthesis and in vitro calcium antagonist activity of 4-aryl-7,7-dimethyl/1,7,7-trimethyl-1,2,3,4,5,6,7,8-octahydroquinazoline-2,5-dione derivatives.

Authors:  Mine Yarim; Selma Saraç; F Sultan Kiliç; Kevser Erol
Journal:  Farmaco       Date:  2003-01
  4 in total
  3 in total

Review 1.  One hundred years of Meldrum's acid: advances in the synthesis of pyridine and pyrimidine derivatives.

Authors:  Victoria V Lipson; Nikolay Yu Gorobets
Journal:  Mol Divers       Date:  2009-04-21       Impact factor: 2.943

2.  Toward orthopoxvirus countermeasures: a novel heteromorphic nucleoside of unusual structure.

Authors:  Xuesen Fan; Xinying Zhang; Longhu Zhou; Kathy A Keith; Mark N Prichard; Earl R Kern; Paul F Torrence
Journal:  J Med Chem       Date:  2006-07-13       Impact factor: 7.446

Review 3.  Synthesis of 3,4-Dihydropyrimidin(thio)one Containing Scaffold: Biginelli-like Reactions.

Authors:  Francisco Sánchez-Sancho; Marcos Escolano; Daniel Gaviña; Aurelio G Csáky; María Sánchez-Roselló; Santiago Díaz-Oltra; Carlos Del Pozo
Journal:  Pharmaceuticals (Basel)       Date:  2022-07-30
  3 in total

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