Synthesis of 3-keto-quinolines from enaminones, anilines and DMSO: Transition metal free one pot cascade. Issue 30 (26th July 2019)

• Record Type: Journal Article
• Authors: Wakade, Sandip Balasaheb; Tiwari, Dipak Kumar; Phanindrudu, Mandalaparthi; Pushpendra, ; Tiwari, Dharmendra Kumar
• Is Part Of: Tetrahedron. Volume 75:Issue 30(2019)
• Page Start: 4024
• Page End: 4030
• Publication Date: 2019-07-26
• Subjects: Transition metal free -- 3-Ketoquinolines -- Enaminone -- [3+2+1] cycloaddition -- DMSO as one carbon source; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tet.2019.06.030
• Languages: English
• ISSNs: 0040-4020

Abstract

Abstract: An efficient and transition metal-free approach for the synthesis of functionalized 3-ketoquinolines from readily available anilines, enaminones and DMSO in the presence of K2 S2 O8 has been conducted. This one pot tandem reaction proceeds through [3+2+1] cycloaddition reaction involving DMSO, enaminones and amines. In this environmental benign approach, DMSO acts as both a one carbon source and the solvent. A broad range of variously substituted amines and enaminones are successfully employed in this one pot tandem process to access a broad range of substituted 3-ketoquinolines. Graphical abstract: Image 1