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

doi:10.1021/acs.joc.8b01204

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

J Org Chem. 2018 Aug 17;83(16):9137-9143. doi: 10.1021/acs.joc.8b01204. Epub 2018 Jul 12.

Authors

Mandalaparthi Phanindrudu^{1

2}, Sandip Balasaheb Wakade^{1

2}, Dipak Kumar Tiwari^{1

2}, Pravin R Likhar^{3

2}, Dharmendra Kumar Tiwari^{1

2}

Affiliations

¹ Division of Organic Synthesis and Process Chemistry , CSIR-Indian Institute of Chemical Technology , Hyderabad 500007 , India.
² Academy of Scientific & Innovative Research (AcSIR) , New Delhi 110001 , India.
³ Inorganic and Physical Chemistry Division , CSIR-Indian Institute of Chemical Technology , Hyderabad 500007 , India.

PMID: 29969264
DOI: 10.1021/acs.joc.8b01204

Abstract

An efficient and transition-metal-free approach for the synthesis of 4-arylquinolines from readily available anilines and alkynes in the presence of K₂S₂O₈ and DMSO has been developed. A variety of alkynes and anilines having a diverse range of substitution patterns can undergo the one-pot cascade process successfully. Effectively, this method uses DMSO as one carbon source, thus providing a highly atom-economical and environmentally benign approach for the synthesis of 4-arylquinolines.