Transition-Metal-Free Approach for the Synthesis of 4-Aryl-quinolines from Alkynes and Anilines

Mandalaparthi Phanindrudu, Sandip Balasaheb Wakade, Dipak Kumar Tiwari, Pravin R. Likhar, Dharmendra Kumar Tiwari*

*Division of Organic Synthesis and Process Chemistry, CSIR-Indian Institute of Chemical Technology, Hyderabad 500007, India, Email: dkt80.orggmail.com

M. Phanindrudu, S. B. Wakade, D. K. Tiwari, P. R. Likhar, D. K. Tiwari, J. Org. Chem., 2018, 83, 9137-9143.

DOI: 10.1021/acs.joc.8b01204

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Abstract

The use of K₂S₂O₈ and DMSO enables an efficient and transition-metal-free synthesis of 4-arylquinolines from readily available aryl alkynes and anilines with a diverse range of substitution patterns. DMSO acts as one carbon source, thus providing a highly atom-economical and environmentally benign approach for the synthesis of 4-arylquinolines.

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proposed mechanism

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Key Words

quinolines, potassium peroxydisulfate, multicomponent reactions

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ID: J42-Y2018