Literature DB >> 20449767

Aminoheterocycles as synthons for combinatorial Biginelli reactions.

Sergey V Ryabukhin1, Andrey S Plaskon, Sergey Yu Boron, Dmitriy M Volochnyuk, Andrey A Tolmachev.   

Abstract

Chlorotrimethylsilane (TMSCl) has been utilized as an efficient promoter and water scavenger in the synthesis of diverse dihydropyrimidines via Biginelli type MCR-heterocyclization using aminoheterocycles. High yields and a simple workup of target compounds enable the facile generation of combinatorial libraries comprising more than 2,000 compounds of high structural and functional diversity. A representative set of 89 compounds is described.

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Year:  2010        PMID： 20449767     DOI： 10.1007/s11030-010-9253-6

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


  5 in total

1.  Synthesis and Applications of Small Molecule Libraries.

Authors:  Lorin A. Thompson; Jonathan A. Ellman
Journal:  Chem Rev       Date:  1996-02-01       Impact factor: 60.622

2.  Multicomponent Reactions with Isocyanides.

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

3.  A one-step fusion of 1,3-thiazine and pyrimidine cycles.

Authors:  Sergey V Ryabukhin; Andrey S Plaskon; Eugeniy N Ostapchuk; Dmitriy M Volochnyuk; Oleg V Shishkin; Alexander N Shivanyuk; Andrey A Tolmachev
Journal:  Org Lett       Date:  2007-09-12       Impact factor: 6.005

4.  Tuning of chemo- and regioselectivities in multicomponent condensations of 5-aminopyrazoles, dimedone, and aldehydes.

Authors:  Valentin A Chebanov; Vyacheslav E Saraev; Sergey M Desenko; Vitaliy N Chernenko; Irina V Knyazeva; Ulrich Groth; Toma N Glasnov; C Oliver Kappe
Journal:  J Org Chem       Date:  2008-05-31       Impact factor: 4.354

5.  Combinatorial Knoevenagel reactions.

Authors:  Sergey V Ryabukhin; Andrey S Plaskon; Dmitriy M Volochnyuk; Sergey E Pipko; Alexander N Shivanyuk; Andrey A Tolmachev
Journal:  J Comb Chem       Date:  2007-09-28
  5 in total
  2 in total

1.  The unexpected influence of aryl substituents in N-aryl-3-oxobutanamides on the behavior of their multicomponent reactions with 5-amino-3-methylisoxazole and salicylaldehyde.

Authors:  Volodymyr V Tkachenko; Elena A Muravyova; Sergey M Desenko; Oleg V Shishkin; Svetlana V Shishkina; Dmytro O Sysoiev; Thomas J J Müller; Valentin A Chebanov
Journal:  Beilstein J Org Chem       Date:  2014-12-17       Impact factor: 2.883

Review 2.  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
  2 in total

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