A facile one-pot domino reaction for the stereoselective synthesis of acryl derivatives promoted by Ca(OTf)2

被引：9
作者：
Yaragorla, Srinivasarao [1 ]
Saini, Pyare Lal [1 ]
Pareek, Abhishek [1 ]
Almansour, Abdulrahman I. [2 ]
Arumugam, Natarajan [2 ]
机构：
[1] Cent Univ Rajasthan, Organ & Med Chem Lab, Dept Chem, NH-8, Ajmer 305817, Rajasthan, India
[2] King Saud Univ, Dept Chem, Coll Sci, POB 2455, Riyadh 11451, Saudi Arabia
来源：
TETRAHEDRON LETTERS | 2016年 / 57卷 / 19期
关键词：
beta-Enamino ester; Indolyl acrylates; Oxindolyl acrylates; Domino reactions; Heterocyclic compounds; Calcium catalysis; MULTICOMPONENT REACTIONS; 4-COMPONENT REACTIONS; AROMATIC-ALDEHYDES; METHYL PROPIOLATE; ARYLAMINES; CHEMISTRY; OXINDOLES; CONSTRUCTION; HETEROCYCLES; INHIBITORS;
D O I：
10.1016/j.tetlet.2016.03.098
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A facile one-pot domino reaction for the stereoselective synthesis of acryl derivatives has been reported using alkaline earth catalyst [Ca(OTf)(2)]. Initially aryl amine reacts with ethyl propiolate to form 6-enamino ester which further reacts with aryl aldehyde and indole in the presence of Ca(OTf)(2) to give indolyl acrylates. It is interesting to note that in the absence of indole the reaction leads to the formation of benzylidene bisacrylates. Similarly 6-enamino ester reacts with another electrophilic partner isatin in the presence of Ca(OTf)(2) to give oxindolyl acrylates. The products were isolated in good yields by simple filtration. (C) 2016 Elsevier Ltd. All rights reserved.
引用
收藏
页码：2034 / 2038
页数：5
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