Synthesis 2022; 54(04): 1115-1124
DOI: 10.1055/a-1667-3977
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Copper-Catalyzed Oxidative Cyclization of 2-Aminobenzamide Derivatives: Efficient Syntheses of Quinazolinones and Indazolones

Authors

  • Karthick Govindan

    a   Department of Medicinal and Applied Chemistry, Kaohsiung Medical University, Kaohsiung 80708, Taiwan, ROC
  • Tamilselvan Duraisamy

    a   Department of Medicinal and Applied Chemistry, Kaohsiung Medical University, Kaohsiung 80708, Taiwan, ROC
  • Alageswaran Jayaram

    a   Department of Medicinal and Applied Chemistry, Kaohsiung Medical University, Kaohsiung 80708, Taiwan, ROC
  • Gopal Chandru Senadi

    b   Department of Chemistry, Faculty of Engineering and Technology SRM Institute of Science and Technology, Kattankulathur, Tamilnadu – 603203, India
  • Wei-Yu Lin

    a   Department of Medicinal and Applied Chemistry, Kaohsiung Medical University, Kaohsiung 80708, Taiwan, ROC
    c   Department of Medical Research, Kaohsiung Medical University Hospital, Kaohsiung 80708, Taiwan, ROC
    d   Drug Development and Value Creation Research Centre, Kaohsiung Medical University, Kaohsiung 80708, Taiwan, ROC

The authors gratefully acknowledge funding from the Ministry of Science and Technology, Taiwan (MOST 109-2113-M-037-013) and Kaohsiung Medical University Research Foundation (KMU-M109004).


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Abstract

A simple copper-catalyzed assembly to formulate quinazolinone and indazolone derivatives in a single protocol manner is reported. These transformations are based on the fact that DMF can serve as a reaction solvent and one carbon synthon for the construction of heterocyclic rings. Moreover, this protocol features base-free and Brønsted acid free environmentally benign conditions with broad synthetic scope. A good scalability is demonstrated.

Supporting Information



Publication History

Received: 13 July 2021

Accepted after revision: 12 October 2021

Accepted Manuscript online:
12 October 2021

Article published online:
17 November 2021

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