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Australian Journal of Chemistry Australian Journal of Chemistry Society
An international journal for chemical science
RESEARCH ARTICLE (Open Access)

HFIP-assisted Brønsted acid catalysed synthesis of furan derivatives

Bonnie Pu A and Thanh Vinh Nguyen https://orcid.org/0000-0002-0757-9970 A *
+ Author Affiliations
- Author Affiliations

A School of Chemistry, University of New South Wales, Sydney, NSW 2052, Australia.

* Correspondence to: t.v.nguyen@unsw.edu.au

Handling Editor: Curt Wentrup

Australian Journal of Chemistry 76(1) 58-62 https://doi.org/10.1071/CH22212
Submitted: 28 September 2022  Accepted: 16 November 2022   Published: 18 January 2023

© 2023 The Author(s) (or their employer(s)). Published by CSIRO Publishing. This is an open access article distributed under the Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 International License (CC BY-NC-ND)

Abstract

The furan framework is ubiquitous in naturally occurring compounds, and furan-containing structures are also key intermediates to many industrially important chemicals and materials. There have been reports of numerous methods to synthesise furans, however most of them use transition metal catalysts or Brønsted acid catalysts under harsh conditions. This work describes the development of a new non-metal Brønsted acid catalytic method for the synthesis of 2-aryl-3-carboxylate ester furans and 2,3-diaryl furans from ynone substrates. The method was shown to be efficient under very mild reaction conditions with up to 94% product yields.

Keywords: Brønsted acid catalysis, catalysis, cyclization reaction, furan, HFIP, hydrogen‐bonding, metal‐free, solvent effect.​​​​


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