Literature DB >> 21644554

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

Jing Sun1, Yan Sun, Er-Yan Xia, Chao-Guo Yan.   

Abstract

An efficient and practical synthetic method for the functionalized 2-amino hydropyridines and 2-pyridinones was successfully developed via the domino reactions of arylamines, methyl propiolate, aromatic aldehydes and the substituted acetonitriles with triethylamine as base catalyst. Reactions involving malononitrile and cyanoacetamide gave exclusively the 2-aminohydropyridines. On the other hand ethyl cyanoacetate resulted in the 2-pyridinones as main products.

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Year:  2011        PMID: 21644554     DOI: 10.1021/co200071v

Source DB:  PubMed          Journal:  ACS Comb Sci        ISSN: 2156-8944            Impact factor:   3.784


  8 in total

1.  Regioselective four-component synthesis of new tetrazolo[1,5-a]quinoline-based 2-amino-1,4-dihydropyridine and pyridin-2(1H)-one derivatives using nano-ZnO catalysis.

Authors:  Tooran Aghaalizadeh; Farough Nasiri
Journal:  Mol Divers       Date:  2018-06-27       Impact factor: 2.943

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

Authors:  Li-Li Zhang; Jing Sun; Chao-Guo Yan
Journal:  Mol Divers       Date:  2013-10-25       Impact factor: 2.943

3.  Efficient synthesis of functionalized spiro[indoline-3,4'-pyrrolo[3,4-b]pyridines] via one-pot three-component reaction.

Authors:  Chao Wang; Yan-Hong Jiang; Chao-Guo Yan
Journal:  Mol Divers       Date:  2014-07-31       Impact factor: 2.943

4.  Molecular diversity of acid-catalyzed one-pot reaction of arylamines, methyl propiolate, and isatins.

Authors:  Hong Gao; Jing Sun; Chao-Guo Yan
Journal:  Mol Divers       Date:  2014-03-25       Impact factor: 2.943

5.  Four-component reaction of cyclic amines, 2-aminobenzothiazole, aromatic aldehydes and acetylenedicarboxylate.

Authors:  Hong Gao; Jing Sun; Chao-Guo Yan
Journal:  Beilstein J Org Chem       Date:  2013-12-27       Impact factor: 2.883

6.  Synthesis of functionalized spiro[indoline-3,4'-pyridines] and spiro[indoline-3,4'-pyridinones] via one-pot four-component reactions.

Authors:  Li-Juan Zhang; Qun Wu; Jing Sun; Chao-Guo Yan
Journal:  Beilstein J Org Chem       Date:  2013-05-02       Impact factor: 2.883

7.  Facile synthesis of functionalized tetrahydroquinolines via domino Povarov reactions of arylamines, methyl propiolate and aromatic aldehydes.

Authors:  Jing Sun; Hong Gao; Qun Wu; Chao-Guo Yan
Journal:  Beilstein J Org Chem       Date:  2012-10-26       Impact factor: 2.883

8.  Regioselectivity and diastereoselectivity of three-component reaction of α-amino acid, dialkyl acetylenedicarboxylates and 2-arylidene-1,3-indanediones.

Authors:  Liang Chen; Jing Sun; Ying Huang; Yu Zhang; Chao-Guo Yan
Journal:  Sci Rep       Date:  2017-09-29       Impact factor: 4.379

  8 in total

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