Issue 30, 2021

Iron-catalyzed oxidative cyclization of olefinic 1,3-dicarbonyls with ketone C(sp3)–H bonds: facile access to 2,3-dihydrofurans

Abstract

Iron-catalyzed oxidative cyclization of olefinic 1,3-dicarbonyls with ketone C(sp3)–H bonds through C–C and C–O bond formations has been described for the first time. A broad substrate scope and ease of scale-up are the attractive features of this synthetic method, which provides a series of potentially bioactive 2,3-dihydrofurans. The reaction pathway is proposed to involve a radical addition of the in situ formed α-carbonyl radical to the C[double bond, length as m-dash]C bond of olefinic 1,3-dicarbonyls followed by intramolecular 5-endo-trig cyclization.

Graphical abstract: Iron-catalyzed oxidative cyclization of olefinic 1,3-dicarbonyls with ketone C(sp3)–H bonds: facile access to 2,3-dihydrofurans

Supplementary files

Article information

Article type
Paper
Submitted
14 May 2021
Accepted
25 Jun 2021
First published
26 Jun 2021

New J. Chem., 2021,45, 13639-13643

Iron-catalyzed oxidative cyclization of olefinic 1,3-dicarbonyls with ketone C(sp3)–H bonds: facile access to 2,3-dihydrofurans

Q. Kang, Y. Meng, J. Zhang, L. Li, G. Ge, H. Zheng, H. Liu and W. Wei, New J. Chem., 2021, 45, 13639 DOI: 10.1039/D1NJ02378K

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