Acetic acid-promoted eco-friendly one-pot pseudo six-component synthesis of bis-spiro-substituted piperidines

被引:14
作者
Mousavi, Mir Rasul [1 ,2 ]
Gharari, Hadigheh [3 ]
Maghsoodlou, Malek Taher [1 ]
Hazeri, Nourallah [1 ]
机构
[1] Univ Sistan & Baluchestan, Dept Chem, Fac Sci, POB 98135-674, Zahedan, Iran
[2] Payame Nour Univ Khoy, Fac Sci, Khoy, Iran
[3] Sina 24 Hour Clin, Marand, Iran
关键词
Six-component reaction; Bis-spiro substituted piperdine; Acetic acid; One-pot; Green synthesis; DIASTEREOSELECTIVE SYNTHESIS; STEREOSELECTIVE-SYNTHESIS; DERIVATIVES; INHIBITORS; TETRAHYDROPYRIDINES; ANTIMYCOBACTERIAL; DISCOVERY; CATALYST; DESIGN; VIRUS;
D O I
10.1007/s11164-015-2250-8
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A simple, economical, and environmentally benign protocol has been described for one-pot synthesis of 15-(aryl)-3,3,11,11-tetramethyl-15-azadispiro[5.1.5.3]hexadecane-1,5,9,13-tetrone by pseudo six-component condensation between formaldehyde, dimedone, and aromatic amine using the dual role of acetic acid as solvent and catalyst at room temperature. Ambient conditions and avoidance of conventional work-up as well as purification procedure qualify this economical and cost-effective protocol for "green synthesis". High efficiency, inexpensiveness, and non-toxicity are the interesting features of this methodology, which make it eco-friendly and highly attractive. One of the important and interesting advantages of this methodology compared to previous methods is that electron-withdrawing substituent anilines also give the desired product which was not possible using the methodologies of Kozlov and Mukhopadhyay. [GRAPHICS] .
引用
收藏
页码:3875 / 3886
页数:12
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