Alkyl Sulfoxides as Radical Precursors and Their Use in the Synthesis of Pyridine Derivatives

09 March 2022, Version 1
This content is a preprint and has not undergone peer review at the time of posting.

Abstract

We report here the use of simple and readily available alkyl sulfoxides as precursors to radicals and their application in the preparation of pyridine derivatives. We show that alkyl sulfoxides form EDA complexes with N-methoxy pyridinium salts, which upon visible light irradiation, undergo a cascade of radical processes to afford pyridine derivatives smoothly. This method displays broad scope with respect to both reactants. The synthetic versatility of sulfoxides as a handle in chemistry adds to the power of this transformation. The method is further applied in the synthesis of various pyridyl C–glycosides that are previously difficult to access.

Supplementary materials

Title
Description
Actions
Title
Supplementary Information
Description
Reaction procedures and characterization data.
Actions

Comments

Comments are not moderated before they are posted, but they can be removed by the site moderators if they are found to be in contravention of our Commenting Policy [opens in a new tab] - please read this policy before you post. Comments should be used for scholarly discussion of the content in question. You can find more information about how to use the commenting feature here [opens in a new tab] .
This site is protected by reCAPTCHA and the Google Privacy Policy [opens in a new tab] and Terms of Service [opens in a new tab] apply.