Intermolecular Reactions of Pyridyl Radicals with Olefins via Photoredox Catalysis
Year: 2019
Type: article
Abstract: Pyridines are valuable motifs in a number of bioactive and functional molecules. The chemoselective functionalization of these structures from stable and widely available starting materials is a meaningful goal. We have demonstrated selective formation of pyridyl radicals at any position (2-, 3-, 4-pyridyl), through the action of a reducing photoredox catalyst. These radicals readily engage alkenes to deliver high-value products. Alteration of the reaction medium has enabled the use of a diverse range of alkene subtypes in a highly divergent and chemoselective manner. 1 Introduction 2 Minisci-Type Pyridine Alkylation 3 An Alternate Approach – Reductive Radical Formation 4 Conjugate Addition of Pyridyl Radicals 5 Radical Hydroarylation of Neutral and Rich Olefins 6 Solvent-Based Chemoselectivity 7 Summary and Outlook
Source: Synlett
Authors: Ciaran P. Seath, Nathan T. Jui
Institutions: Emory University, Winship Cancer Institute
Language: English
Subfield: Organic Chemistry
Field: Chemistry
Domain: Physical Sciences
Open Access status: green
OpenAlex ID: W2940868643