Issue 68, 2021

Photoinduced transition-metal and external photosensitizer free cross-coupling of aryl triflates with trialkyl phosphites

Abstract

Photoinduced phosphonation of aryl triflates with trialkyl phosphites via a tandem single-electron-transfer, C–O bond cleavage and Arbuzov rearrangement process in the absence of transition-metal and external photosensitizer is reported herein. The protocol features good functional group compatibility and mild reaction conditions, providing various aryl phosphates in good to high yields. Furthermore, this strategy allows the late-stage phosphonation of complex and biologically active compounds.

Graphical abstract: Photoinduced transition-metal and external photosensitizer free cross-coupling of aryl triflates with trialkyl phosphites

Supplementary files

Article information

Article type
Communication
Submitted
30 Jun. 2021
Accepted
27 Jul. 2021
First published
29 Jul. 2021

Chem. Commun., 2021,57, 8429-8432

Photoinduced transition-metal and external photosensitizer free cross-coupling of aryl triflates with trialkyl phosphites

Q. Dou, L. Geng, B. Cheng, C. Li and H. Zeng, Chem. Commun., 2021, 57, 8429 DOI: 10.1039/D1CC03496K

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements