Microwave-Assisted Domino Reactions of Propargylamines with Isothiocyanates: Selective Synthesis of 2-Aminothiazoles and 2-Amino-4-methylenethiazolines

被引：21

作者：

Scalacci, Nicolo ^{[1
,2
]}

Pelloja, Chiara ^{[2
,3
]}

Radi, Marco ^{[3
]}

Castagnolo, Daniele ^{[1
]}

机构：

[1] Kings Coll London, Inst Pharmaceut Sci, 150 Stamford St, London SE1 9NH, England

[2] Northumbria Univ Newcastle, Dept Appl Sci, Ellison Bldg,Ellison Pl, Newcastle Upon Tyne NE1 8ST, Tyne & Wear, England

[3] Univ Parma, Dipartimento Farm, Grp P4T, Viale Sci 27-A, I-43124 Parma, Italy

来源：

SYNLETT | 2016年 / 27卷 / 12期

关键词：

2-aminothiazole; thiazoline; propargylamine; isothiocyanate; microwave chemistry; imidazol-thione; CYCLIZATION REACTION; INHIBITORS; DERIVATIVES; THIAZOLES; SERIES;

D O I：

10.1055/s-0035-1561985

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A simple and versatile microwave-assisted protocol for the synthesis of 2-aminothiazoles has been developed. The domino reaction of propargylamines and isothiocyanates in the presence of catalytic PTSA leads to the selective synthesis of 2-aminothiazoles at temperatures above 130 degrees C and in a few minutes. The same reaction carried out at lower temperatures leads to the formation of the tautomeric 2-amino-4-methylenethiazolines.

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收藏

页码：1883 / 1887

页数：5

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