Rh(III)-catalyzed ortho-C–H bond functionalization of 2-arylquinoxalines with vinyl arenes. (7th December 2021)

• Record Type: Journal Article
• Authors: Yogananda Chary, Devulapally; Aashritha, Kamtam; Sridhar, Balasubramanian; Subba Reddy, Basi V.
• Is Part Of: Tetrahedron letters. Volume 86(2021)
• Publication Date: 2021-12-07
• Subjects: Ortho-Alkenylation -- 2-Arylquinoxalines -- CH activation -- Transition metal catalysis -- Vinyl arenes; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tetlet.2021.153501
• Languages: English
• ISSNs: 0040-4039

Abstract

Graphical abstract: Highlights: First report on divinylation of 2-arylquinoxalines. Low catalyst loading. Short reaction times. Alternate process to Heck coupling. Abstract: The Rh(III)-catalyzed direct CH olefination of 2-arylquinoxalines has been developed via a one-pot cross-dehydrogenative coupling reaction. A variety of 2-(2, 6-di(( E )-styryl)phenyl)quinoxaline derivatives were obtained in good to excellent yields with a broad substrate scope and good functional group tolerance. This reaction represents the first ortho -olefination of 2-arylquinoxalines with vinyl arenes under transition metal catalysis.