Microwave-Assisted: An Efficient Aqueous Suzuki-Miyaura Cross-Coupling Reaction of the Substituted 1H-1,2,3-Triazoles

Abstract

A variety of natural products reveal the presence of the 1H-1,2,3-triazole moiety in their chemical structures. In general, these molecules also play a significant role in the agrochemical, medicinal and pharmaceutical industries. Microwave-asisted reactions have attracted great interest for researchers to synthesize 1H-1,2,3-triazole compounds in shorter times with increased yields. The objective of this study is to optimize the purity and yield of the product, shorter the reaction time, and make the reaction more eco-friendly with the help of microwave-assisted organic synthesis. The present work elucidates a very simple but efficient and rapid, highly productive synthesis of various substituted 1H-1,2,3-triazole series, using the Suzuki-Miyaura cross-coupling reaction, employing microwave irradiation in water, with tetrabutylammonium bromide (TBAB). Utilizing (S)- (-) ethyl lactate as the starting material, the synthesis of the substituted 1H-1,2,3-triazole aryl bromide (1) was achieved. This compound (1) was subjected to the Suzuki-Miyaura cross-coupling reaction under microwave irradiation, using a variety of aryl boronic acids in an aqueous medium, to attain high yields of the target products, namely 3a-w. Overall, this is an environmentally benign, very efficient technique under microwave-irradiations as a green and eco-friendly source. Only those methodologies that involve microwave-assisted reactions during synthesis in a related manner have been reviewed. Microwave-assisted Suzuki-Miyaura cross-coupling reactions in water of substituted 1H-1,2,3-triazole series can be employed to quickly explore and increase molecular diversity in synthetic chemistry. In this respect, microwave-mediated methods help researchers to make helpful studies.