Synthesis of 2-acetyl trisubstituted furans via copper-mediated deacylation cleavage of unstrained C(sp3)–C(sp2) bonds

Jian Fan; Shengke Wang; Jiahui Chen; Manyi Wu; Jitan Zhang; Meihua Xie

doi:10.1039/C8QO01139G

You do not have JavaScript enabled. Please enable JavaScript to access the full features of the site or access our non-JavaScript page.

Synthesis of 2-acetyl trisubstituted furans via copper-mediated deacylation cleavage of unstrained C(sp³)–C(sp²) bonds†

Jian Fan,^a Shengke Wang,^a Jiahui Chen,^a Manyi Wu,^a Jitan Zhang

*^a and Meihua Xie

*^a

Author affiliations

* Corresponding authors

^a Key Laboratory of Functional Molecular Solids (Ministry of Education), Anhui Key Laboratory of Molecular Based Materials, College of Chemistry and Materials Science, Anhui Normal University, Wuhu 241002, China
E-mail: xiemh@mail.ahnu.edu.cn, zhangjt@ahnu.edu.cn

Abstract

A simple and convenient approach for the construction of 2-acetyl trisubstituted furans with acetylenic ketones and 1,3-dicarbonyl compounds via Cu-mediated unstrained C(sp³)–C(sp²) bond cleavage has been described. Mechanistic studies indicate that this transformation proceeds via a sequence of addition, cyclization, and C–C bond cleavage to afford the corresponding products in moderate to good yields.

Download options Please wait...

Supplementary files

Article information

DOI: https://doi.org/10.1039/C8QO01139G
Article type: Research Article
Submitted: 22 Oct 2018
Accepted: 23 Dec 2018
First published: 25 Dec 2018

Download Citation

Org. Chem. Front., 2019,6, 437-441

Permissions

Request permissions

Synthesis of 2-acetyl trisubstituted furans via copper-mediated deacylation cleavage of unstrained C(sp³)–C(sp²) bonds

J. Fan, S. Wang, J. Chen, M. Wu, J. Zhang and M. Xie, Org. Chem. Front., 2019, 6, 437 DOI: 10.1039/C8QO01139G

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.

Social activity

Fetching data from CrossRef.
This may take some time to load.

Organic Chemistry Frontiers