The Suzuki−Miyaura Coupling of Aryl Sulfones

07 May 2019, Version 2
This content is a preprint and has not undergone peer review at the time of posting.

Abstract

We describe conditions under which aryl sulfones act as electrophilic coupling partners in the palladium-catalyzed Suzuki–Miyaura cross-coupling (SMC) reaction. Sequential cross-coupling of arenes bearing sulfone, halide and nitro leaving groups permits rapid access to non-symmetric terphenyls and quaterphenyls starting from common functional groups. Mechanistic experiments and DFT calculations are consistent with oxidative addition into the sulfone C–S bond as the turnover-limiting step.

Keywords

Sulfone
Suzuki-Miyaura coupling
palladium

Supplementary materials

Title
Description
Actions
Title
jmpc181205
Description
Actions
Title
ESI-5a-Cross-Coupling
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.