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Transition-Metal-Free C-3 Arylation of Quinoline-4-ones with Arylhydrazines

Makthala Ravi, Parul Chauhan, Ruchir Kant, Sanjeev K. Shukla and Prem. P. Yadav*

*Division of Medicinal and Process Chemistry, CSIR-Central Drug Research Institute, Lucknow 226031, India, Email: pp_yadavcdri.res.in

M. Ravi, P. Chauhan, R. Kant, S. K. Shukla, P. P. Yadav, J. Org. Chem., 2015, 80, 5369-5376.

DOI: 10.1021/acs.joc.5b00739 (free Supporting Information)


 

Abstract

The use of arylhydrazines as aryl radical source and air as oxidant enables a transition-metal-free C-3-arylation of quinolin-4-ones in the presence of a base. The reaction proceeds smoothly at room temperature without either prefunctionalization or N-protection of quinoline-4-ones.


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Key Words

4-quinolones, oxygen


ID: J42-Y2015