Issue 35, 2023

Furan ring opening reaction for the synthesis of 2,5-dicarbonyl-3-ene-phosphates

Abstract

Furan ring opening reactions are essential in organic synthesis, enabling the incorporation of diverse functional groups and the construction of complex molecular structures. A highly efficient and practical method for synthesizing 2,5-dicarbonyl-3-ene-phosphates from readily available biomass furan and dialkyl phosphonates is reported. The reaction, catalyzed by FeCl3, demonstrated wide substrate scope and high synthetic efficiency. Gram-scale synthesis was achieved, and a one-pot reaction provided a quick access route to the desired compounds. Additionally, a successful Diels–Alder reaction highlighted the versatility of the methodology.

Graphical abstract: Furan ring opening reaction for the synthesis of 2,5-dicarbonyl-3-ene-phosphates

Supplementary files

Article information

Article type
Paper
Submitted
13 Jun 2023
Accepted
16 Aug 2023
First published
16 Aug 2023

Org. Biomol. Chem., 2023,21, 7219-7223

Furan ring opening reaction for the synthesis of 2,5-dicarbonyl-3-ene-phosphates

A. Wahab, G. Cheng, H. Su, L. Yang, Z. Gao and B. Yu, Org. Biomol. Chem., 2023, 21, 7219 DOI: 10.1039/D3OB00933E

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