Photoredox catalyzed C(sp(3))-C(sp) coupling of dihydropyridines and alkynylbenziodoxolones

Author(s)

Liang, Shengzong ^[1] ; Angnes, Ricardo A. ^[2] ; Potnis, Chinmay S. ^[1] ; Hammond, Gerald B. ^[1]

Affiliation

^[1] Univ Louisville, Dept Chem, Louisville, KY 40292 - USA

^[2] Univ Estadual Campinas, Chem Inst, UNICAMP, CP 6154, BR-13083970 Campinas, SP - Brazil

• Document type: Journal article
• Source: Tetrahedron Letters; v. 60, n. 45 NOV 7 2019.
• Web of Science Citations: 1

Abstract

A visible light mediated deformylative alkynylation of aldehydes is presented. Under photo irradiation, 1,4-dihydropyridine (DHP), derived from an aldehyde, generated a C(sp(3))-radical which couples with an alkynylbenziodoxolone to generate an alkyl substituted alkyne coupling product. This strategy is mild and easy to operate, a wide range of functional groups were tolerated, and 16 examples of products with 35-86% yields were obtained. (C) 2019 Elsevier Ltd. All rights reserved. (AU)

• FAPESP's process: 17/01779-2 - Powerful Partners: Ionic Promoters and the Enantioselective Heck-Matsuda Reaction
• Grantee: Ricardo Almir Angnes
• Support Opportunities: Scholarships abroad - Research Internship - Doctorate