Microwave-assisted domino reactions of propargylamines with isothiocyanates: selective synthesis of 2-aminothiazoles and 2-amino-4-methylenethiazolines

Daniele Castagnolo; Nicolò Scalacci; Chiara Pelloja; Marco Radi

doi:10.1055/s-0035-1561985

Microwave-assisted domino reactions of propargylamines with isothiocyanates: selective synthesis of 2-aminothiazoles and 2-amino-4-methylenethiazolines

Daniele Castagnolo, Nicolò Scalacci, Chiara Pelloja, Marco Radi

Northumbria University

Research output: Contribution to journal › Article › peer-review

21 Citations (Scopus)

Abstract

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 °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.

Original language	English
Pages (from-to)	1883-1887
Journal	Synlett
Volume	27
Issue number	12
Early online date	7 Apr 2016
DOIs	https://doi.org/10.1055/s-0035-1561985
Publication status	Published - 8 Jul 2016

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abstract = "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 °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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AU - Scalacci, Nicolò

AU - Pelloja, Chiara

AU - Radi, Marco

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AB - 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 °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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DO - 10.1055/s-0035-1561985

M3 - Article

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ER -

Microwave-assisted domino reactions of propargylamines with isothiocyanates: selective synthesis of 2-aminothiazoles and 2-amino-4-methylenethiazolines

Abstract

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