Telescoping Synthesis of 4‐Organyl‐5‐(organylselanyl)thiazol‐2‐amines Promoted by Ultrasound

A simple and efficient protocol promoted by ultrasonic irradiation to prepare new hybrids of 2-amino-4-arylthiazoles and organoselenium was developed. The method involves two steps, in which 4-organylthiazol-2-amine was first prepared under ultrasonic irradiation, followed by the addition of diorganyl diselenides and Oxone®. Thus, 16 compounds were obtained in yields from good to excellent (61–98 %) in short reaction times (30–40 min).

Abstract

In this work, we describe the synthesis of new 4-organyl-5-(organylselanyl)thiazol-2-amine hybrids through a one-pot two-step protocol. The transition metal-free method involves the use of ultrasound as an alternative energy source and Oxone® as oxidant. To obtain the products, a telescoping approach was used, in which 4-organylthiazol-2-amines were firstly prepared under ultrasonic irradiation, followed by the addition of diorganyl diselenides and Oxone®. Thus, 16 compounds were prepared, with yields ranging from 61 % to 98 %, using 2-bromoacetophenone derivatives and diorganyl diselenides as easily available starting materials.

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