Synthesis of Highly Functionalized Piperidines via One-Pot, Five-Component Reactions in the Presence of Acetic Acid Solvent

Author:

Lashkari Mojtaba1,Maghsoodlou Malek Taher1,Hazeri Nourallah1,Habibi-Khorassani Sayyed Mostafa1,Sajadikhah Seyed Sajad1,Doostmohamadi Razieh1

Affiliation:

1. a Department of Chemistry , University of Sistan and Baluchestan , Zahedan , Iran

Publisher

Informa UK Limited

Subject

Organic Chemistry

Reference25 articles.

1. (a) Kleemann , A. Engel , J. Kutscher , B. Reichert , D. (Eds.).Pharmaceutical Substances; Stuttgart : Thieme , 1999 ; (b) Rubiralta , M. Giralt , E. Diez , A.Piperidine: Structure, Preparation, Reactivity and Synthetic Applications of Piperidine and Its Derivatives; Elsevier : Amsterdam , 1991 ; (c) Weintraub , P. M. Sabol , J. S. Kane , J. M. Borcherding , D. R. Recent advances in the synthesis of piperidones and piperidines. Tetrahedron 2003, 59, 2953–2989 ; (d) Kouznetsov , V. V. Khim.Farm , Zh.1991, 25, 61–75,Chem. Abstr.1991,115, 158.846 h; (e) Vartanyan , R. S. Khim.Farm , Zh.1983, 17, 540–550;Chem. Abstr.1983,99, 53629n; (g) Elbein , A. D. Molyneux , R. InAlkaloids; Chemical and Biological Perspectives; Pelletier , S. W. (Ed.); John Wiley and Sons : New York , 1987 ; vol. 57 , p. 1 ; (h) O'Hagan , D. Pyrrole, pyrrolidine pyridine, piperidine, azepine and tropane alkaloids.Nat. Prod. Rep.1997, 14, 637–652 ; (i) Felpin , F.X. Lebreton , J. Synthesis of 2,6-dialkyl-1,2,5,6-tetrahydropyridines and their applications in total synthesis.Curr. Org. Synth.2004, 1, 83–109 ; (d) Watson , P. S. Jiang , B. Scott , B. A diastereoselective synthesis of 2,4-disubstituted piperidines: Scaffolds for drug discovery.Org. Lett.2000,2, 3679–3682 ; (j) Howard , N. Abell , C. Blakemore , W. Chessari , G. Congreve , M. Howard , S. Jhoti , H. Murray , C. W. Seavers , L. C. A. van Montfort , R. L. M. Application of fragment screening and fragment linking to the discovery of novel thrombin inhibitors. J. Med. Chem.2006, 49, 1346–1355 ; (k) Wright , J. L. Gregory , T. F. Kesten , S. R. Boxer , P. A. Serpa , K. A. Meltzer , L. T. Wise , L. D. Subtype-selectiveN-methyl-D-aspartate receptor antagonists: Synthesis and biological evaluation of 1-(heteroarylalkynyl)-4-benzylpiperidines.J. Med. Chem.2000, 43, 3408–3419 .

2. Synthèses et activités psychotropes de 3,4-diarylpipéridines. Corrélation structure-activité et recherche d'une activité antihypertensive

3. Synthesis and SAR of 3,5-diamino-piperidine derivatives: Novel antibacterial translation inhibitors as aminoglycoside mimetics

4. Synthesis and structure–activity relationships of potential anticonvulsants based on 2-piperidinecarboxylic acid and related pharmacophores

5. Organocatalyzed highly atom economic one pot synthesis of tetrahydropyridines as antimalarials

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