Transition-metal- and oxidant-free three-component reaction of quinoline N-oxides, sodium metabisulfite and aryldiazonium tetrafluoroborates via a dual radical coupling process. Issue 43 (25th October 2019)

• Record Type: Journal Article
• Authors: You, Guirong; Xi, Dan; Sun, Jian; Hao, Liqiang; Xia, Chengcai
• Is Part Of: Organic & biomolecular chemistry. Volume 17:Issue 43(2019)
• Page Start: 9479
• Page End: 9488
• Publication Date: 2019-10-25
• Subjects: Chemistry, Organic -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1039/c9ob02106j
• Languages: English
• ISSNs: 1477-0520

Abstract

Abstract : Synthesis of 2-sulfonylquinolines via a three-component reaction of quinoline N -oxides, sodium metabisulfite, and aryldiazonium tetrafluoroborates under transition-metal- and oxidant-free conditions. Abstract : A convenient and straightforward three-component transformation of quinoline N -oxides, sodium metabisulfite and aryldiazonium tetrafluoroborates has been developed, providing the target products in moderate to good yields. Compared with previous studies, the present methodology avoids the use of transition-metal catalysts and excess oxidants, providing a simple and practical alternative approach for the construction of 2-sulfonylquinolines. Control experiments indicate that a dual radical coupling process is responsible for this reaction.