Sustainable alternative protocols for the multicomponent synthesis of spiro-4H-pyrans catalyzed by 4-dimethylaminopyridine

被引:43
作者
Zakeri, Masoumeh [1 ]
Nasef, Mohamed Mahmoud [1 ,2 ]
Abouzari-Lotf, Ebrahim [2 ]
Moharami, Arezoo [3 ]
Heravi, Majid M. [3 ]
机构
[1] Univ Teknol Malaysia, Malaysia Japan Int Inst Technol, Kuala Lumpur 54100, Malaysia
[2] Univ Teknol Malaysia, Inst Hydrogen Econ, Adv Mat Res Grp, Kuala Lumpur 54100, Malaysia
[3] Alzahra Univ, Sch Sci, Dept Chem, Tehran, Iran
关键词
Green chemistry; Microwave irradiation; Ball milling; Spiro-4H-pyrans; 4-Dimethylaminopyridine; ONE-POT SYNTHESIS; ASYMMETRIC TOTAL-SYNTHESIS; 3-COMPONENT SYNTHESIS; OXINDOLE DERIVATIVES; EFFICIENT METHOD; L-PROLINE; MICROWAVE; SOLVENT; SPIROOXINDOLES; CONCISE;
D O I
10.1016/j.jiec.2015.03.035
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Green approaches to the synthesis of spiro-4H-pyrans are reported based on the one-pot and three-component condensation via a domino Knoevenagel/Michael/cyclization sequence. These approaches involve evaluation of the activity of several organocatalysts in water as a reaction media and also under solvent-free in both microwave irradiation and ball milling conditions. Extensive experiments were carried out to optimize the reaction parameters including type and amount of catalyst, reaction temperature and time. Microwave irradiation in presence of 4-dimethylaminopyridine (DMAP) was observed as the best procedure with good yields, short reaction time, environmental friendliness, and convenient operation. (C) 2015 The Korean Society of Industrial and Engineering Chemistry. Published by Elsevier B.V. All rights reserved.
引用
收藏
页码:273 / 281
页数:9
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