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 Dec. 2022
Accepted
20 Marts 2023
First published
20 Marts 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

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