Iron(III)-Mediated Oxy-Sulfonylation of Enamides with Sodium and Lithium Sulfinates

06 December 2019, Version 1
This content is a preprint and has not undergone peer review at the time of posting.

Abstract

An iron-mediated vicinal difunctionalization of enamides and enecarbamates with sulfinic acid salts and alcohols is described. This reaction proceeds under mild conditions and furnishes the oxy-sulfonylated products in moderate to excellent yields. Moreover, the direct incorporation of sulfur dioxide into the sulfonylated products via organolithium chemistry has been achieved. The formed N-O-acetals are competent acylimine precursors. Their utilization as building block for the synthesis of biologically relevant β-amidosulfones is described as well.

Keywords

Sulfone
enamide
Iron
difcuntionalization

Supplementary materials

Title
Description
Actions
Title
SI
Description
Actions
Title
checkcif
Description
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.