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Current Microwave Chemistry

Author(s): Satya Kumar Avula, Najeeb Ur Rehman, Rene Csuk, Biswanath Das and Ahmed Al-Harrasi*

DOI: 10.2174/2213335609666220516112247

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

Page: [90 - 98] Pages: 9

  • * (Excluding Mailing and Handling)

Abstract

Background: 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-assisted reactions have attracted great interest for researchers to synthesize 1H-1,2,3-triazole compounds in shorter times with increased yields.

Objective: 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.

Methods: 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.

Results: 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.

Conclusion: Microwave-assisted Suzuki-Miyaura cross-coupling reactions in the 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.

Keywords: Synthesis, 1H-1, 2, 3-triazole, suzuki–miyaura cross-coupling, microwave-irradiation, chemical structures, chemists.

Graphical Abstract

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