Nucleophilic substitution of propargyl alcohols with aliphatic alcohols, aliphatic amines and heterocycles catalyzed by 4-nitrobenzenesulfonic acid: a scalable and metal-free process

被引:15
|
作者
Savarimuthu, S. Antony [1 ]
Prakash, D. G. Leo [2 ]
Thomas, S. Augustine [1 ]
机构
[1] St Xaviers Coll, Dept Chem, Palayankottai 627002, Tamil Nadu, India
[2] Univ Swansea, Sch Engn, Mat Res Ctr, Swansea SA2 8PP, W Glam, Wales
关键词
Propargyl alcohol; Propargyl ether; Propargyl amine; Heterocycles; Sulfonic acids; FRIEDEL-CRAFTS ALKYLATION; C-O; INDOLES; ACTIVATION; ETHERS; DESIGN; CARBON;
D O I
10.1016/j.tet1et.2014.02.086
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
It is aimed to provide a cost effective p-NBSA catalyzed nucleophilic substitution of propargyl alcohols with alcohols, amines and heterocycles, without employing corrosive and costly metal catalysts, toxic solvents and column chromatography for purification. A systematic study of C-C, C-N and C-O bond formation and efficacy of the scalability have also been confirmed. (C) 2014 Elsevier Ltd. All rights reserved.
引用
收藏
页码:3213 / 3217
页数:5
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