A “byproduct–intermediate–product” recycling strategy for multicomponent synthesis of 1,4-dihydropyridines

作者: Jie-Ping Wan , Rihui Zhou , Yunyun Liu , Mingzhong Cai

DOI: 10.1039/C2RA23277D

关键词:

摘要: A new multicomponent reaction was devised for the synthesis of 2,6-unsubstituted symmetrical 1,4-dihydropyridines. “byproduct–intermediate–product” recycling process that regenerated byproduct to product involved in reactions, which able make maximum use reactants and enhance atom economics over known methods identical 1,4-DHPs synthesis.

参考文章(22)
Lakhwinder Singh, M. P. Singh Ishar, Munusamy Elango, Venkatesan Subramanian, Vivek Gupta, Priyanka Kanwal, Synthesis of unsymmetrical substituted 1,4-dihydropyridines through thermal and microwave assisted [4+2] cycloadditions of 1-azadienes and allenic esters. Journal of Organic Chemistry. ,vol. 73, pp. 2224- 2233 ,(2008) , 10.1021/JO702548B
Andreas Hilgeroth, Dimeric 4-Aryl-1,4-dihydropyridines: development of a third class of nonpeptidic HIV-1 protease inhibitors. Mini-reviews in Medicinal Chemistry. ,vol. 2, pp. 235- 245 ,(2002) , 10.2174/1389557023406241
P. Ricardo Girling, Andrei S. Batsanov, Hong C. Shen, Andrew Whiting, A multicomponent formal [1+2+1+2]-cycloaddition for the synthesis of dihydropyridines Chemical Communications. ,vol. 48, pp. 4893- 4895 ,(2012) , 10.1039/C2CC31495A
Nicholas R. Natale, Mark E. Rogers, Richard Staples, David J. Triggle, Aleta Rutledge, Lipophilic 4-Isoxazolyl-1,4-dihydropyridines: Synthesis and Structure−Activity Relationships Journal of Medicinal Chemistry. ,vol. 42, pp. 3087- 3093 ,(1999) , 10.1021/JM980439Q
Kinga K Borowicz, Maciej Gasior, Zdzisław Kleinrok, Stanisław J Czuczwar, Influence of isradipine, niguldipine and dantrolene on the anticonvulsive action of conventional antiepileptics in mice European Journal of Pharmacology. ,vol. 323, pp. 45- 51 ,(1997) , 10.1016/S0014-2999(97)00020-4
An-Hu Li, Stefano Moro, Nancy Forsyth, Neli Melman, Xiao-duo Ji, Kenneth A. Jacobson, Synthesis, CoMFA analysis, and receptor docking of 3,5-diacyl-2, 4-dialkylpyridine derivatives as selective A3 adenosine receptor antagonists. Journal of Medicinal Chemistry. ,vol. 42, pp. 706- 721 ,(1999) , 10.1021/JM980550W
M. P. S. Ishar, Kamal Kumar, Sumanjit Kaur, Shiv Kumar, Navdeep K. Girdhar, Satish Sachar, Alka Marwaha, Ashish Kapoor, Facile, Regioselective [4 + 2] Cycloaddition Involving 1-Aryl-4-phenyl-1-azadienes and Allenic Esters: An Efficient Route to Novel Substituted 1-Aryl-4-phenyl-1,4-dihydropyridines Organic Letters. ,vol. 3, pp. 2133- 2136 ,(2001) , 10.1021/OL010026A