Literature DB >> 24477559

Synthesis of tetrahydropyrimidin-2-ones via FeCl3 catalyzed one-pot domino reaction of amines, methyl propiolate, aromatic aldehydes, and urea.

Li-Li Zhang1, Jing Sun, Chao-Guo Yan.   

Abstract

Polysubstituted 3-arylaminoacrylate and tetrahydropyrimidin-2-one derivatives could be selectively produced from the one-pot domino reaction of arylamines, methyl propiolate, aromatic aldehydes, and urea in ethanol in the presence of FeCl3 as catalyst. Under similar reactions secondary amines such as morpholine and piperidine predominately afford tetrahydropyrimidin-2-one derivatives in good yields.

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Year:  2013        PMID: 24477559     DOI: 10.1007/s11030-013-9487-1

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


  16 in total

1.  Small molecule modulators of endogenous and co-chaperone-stimulated Hsp70 ATPase activity.

Authors:  Sheara W Fewell; Christine M Smith; Michael A Lyon; Teodora Pene Dumitrescu; Peter Wipf; Billy W Day; Jeffrey L Brodsky
Journal:  J Biol Chem       Date:  2004-09-23       Impact factor: 5.157

2.  Engaging zwitterions in carbon-carbon and carbon-nitrogen bond-forming reactions: A promising synthetic strategy.

Authors:  Vijay Nair; Rajeev S Menon; A R Sreekanth; N Abhilash; A T Biju
Journal:  Acc Chem Res       Date:  2006-08       Impact factor: 22.384

3.  Cationic dirhodium carboxylate-catalyzed synthesis of dihydropyrimidones from propargyl ureas.

Authors:  Miao Yang; Shannon J Odelberg; Zongzhong Tong; Dean Y Li; Ryan E Looper
Journal:  Tetrahedron       Date:  2013-07-08       Impact factor: 2.457

4.  Synthesis of 3,4-dihydropyridin-2(1H)-ones and 3,4-dihydro-2H-pyrans via Four-component reactions of aromatic aldehydes, cyclic 1,3-carbonyls, arylamines, and dimethyl acetylenedicarboxylate.

Authors:  Jing Sun; Er-Yan Xia; Qun Wu; Chao-Guo Yan
Journal:  ACS Comb Sci       Date:  2011-05-18       Impact factor: 3.784

5.  Synthesis of functionalized 2-aminohydropyridines and 2-pyridinones via domino reactions of arylamines, methyl propiolate, aromatic aldehydes, and substituted acetonitriles.

Authors:  Jing Sun; Yan Sun; Er-Yan Xia; Chao-Guo Yan
Journal:  ACS Comb Sci       Date:  2011-06-13       Impact factor: 3.784

6.  Synthesis of polyfunctionalized acrylates via one-pot reactions of arylamines, methyl propiolate, aromatic aldehydes, and active methylene compounds.

Authors:  Yan Sun; Jing Sun; Chao-Guo Yan
Journal:  Mol Divers       Date:  2011-11-30       Impact factor: 2.943

7.  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

8.  Dihydropyrimidine calcium channel blockers. 4. Basic 3-substituted-4-aryl-1,4-dihydropyrimidine-5-carboxylic acid esters. Potent antihypertensive agents.

Authors:  G C Rovnyak; K S Atwal; A Hedberg; S D Kimball; S Moreland; J Z Gougoutas; B C O'Reilly; J Schwartz; M F Malley
Journal:  J Med Chem       Date:  1992-08-21       Impact factor: 7.446

9.  Microwave-assisted solvent-free synthesis of Bis(dihydropyrimidinone)benzenes and evaluation of their cytotoxic activity.

Authors:  Javad Azizian; Mohammad K Mohammadi; Omidreza Firuzi; Behrooz Mirza; Ramin Miri
Journal:  Chem Biol Drug Des       Date:  2010-01-19       Impact factor: 2.817

10.  Dihydropyrimidine calcium channel blockers. 3. 3-Carbamoyl-4-aryl-1,2,3,4-tetrahydro-6-methyl-5-pyrimidinecarboxylic acid esters as orally effective antihypertensive agents.

Authors:  K S Atwal; B N Swanson; S E Unger; D M Floyd; S Moreland; A Hedberg; B C O'Reilly
Journal:  J Med Chem       Date:  1991-02       Impact factor: 7.446

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