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

来源：

TETRAHEDRON LETTERS | 2014年 / 55卷 / 21期

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

页码：3213 / 3217

页数：5