Issue 30, 2023

Radical-mediated remote migration of quinoxalinones

Abstract

Disclosed herein is the first example of radical-mediated remote migration of quinoxalinones. The quinoxalinonyl-functionalization of alkenes employs the quinoxalinone-substituted tertiary bishomoallylic alcohols as substrates, proceeds through intramolecular 1,4-quinoxalinone migration, and gives rise to complex γ-quinoxalinone-substituted aliphatic ketones. A set of external radicals is compatible with this method. The protocol features broad tolerance of functional groups, good adaptability to various external radicals and high product diversity, and opens a new door for the synthesis of quinoxalinone derivatives.

Graphical abstract: Radical-mediated remote migration of quinoxalinones

Supplementary files

Article information

Article type
Communication
Submitted
18 12 2022
Accepted
20 3 2023
First published
20 3 2023

Chem. Commun., 2023,59, 4499-4502

Radical-mediated remote migration of quinoxalinones

C. Chang, Q. Zhang, X. Wu and C. Zhu, Chem. Commun., 2023, 59, 4499 DOI: 10.1039/D2CC06887G

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