Volume 14, Issue 1 e202400359
Research Article

Continuous Flow Synthesis of Five-Membered N-Heterocycles by Ynone System

Tamilselvan Duraisamy

Tamilselvan Duraisamy

Department of Medicinal and Applied Chemistry, Kaohsiung Medical University, Kaohsiung, 80708 Taiwan, ROC

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Vijay Thavasianandam Seenivasan

Vijay Thavasianandam Seenivasan

Department of Medicinal and Applied Chemistry, Kaohsiung Medical University, Kaohsiung, 80708 Taiwan, ROC

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Li-Yu Wang

Li-Yu Wang

Department of Medicinal and Applied Chemistry, Kaohsiung Medical University, Kaohsiung, 80708 Taiwan, ROC

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Dr. Karthick Govindan

Dr. Karthick Govindan

Department of Medicinal and Applied Chemistry, Kaohsiung Medical University, Kaohsiung, 80708 Taiwan, ROC

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Dr. Balaji Ganesan

Dr. Balaji Ganesan

Department of Medicinal and Applied Chemistry, Kaohsiung Medical University, Kaohsiung, 80708 Taiwan, ROC

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Dr. Mohanraj Kandasamy

Dr. Mohanraj Kandasamy

Department of Medicinal and Applied Chemistry, Kaohsiung Medical University, Kaohsiung, 80708 Taiwan, ROC

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Yu-Ting Chiou

Yu-Ting Chiou

Department of Medicinal and Applied Chemistry, Kaohsiung Medical University, Kaohsiung, 80708 Taiwan, ROC

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Prof. Dr. Wei-Yu Lin

Corresponding Author

Prof. Dr. Wei-Yu Lin

Department of Medicinal and Applied Chemistry, Kaohsiung Medical University, Kaohsiung, 80708 Taiwan, ROC

Department of Medical Research, Kaohsiung Medical University Hospital, Kaohsiung, 80708 Taiwan, ROC

Drug Development and Value Creation Research Centre, Kaohsiung Medical University, Kaohsiung, 80708 Taiwan, ROC

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First published: 17 October 2024

Abstract

In this study, we devised a practical and effective method for synthesizing ynones from terminal alkynes and anhydride utilizing a continuous flow apparatus at ambient temperature. Moreover, we coupled the ynones with hydrazines, and hydroxylamine hydrochloride to synthesize pyrazole and isoxazole derivatives. This protocol's unique characteristics include a metal-free approach, mild reaction conditions, a short residence time, and a wide range of functional group tolerance. Sustainable strategies are most useful and affordable than conventional benchtop approaches.

Conflict of Interests

“There are no conflicts to declare”.

Data Availability Statement

The data that support the findings of this study are available in the supplementary material of this article.