Issue 18, 2024

Multi-functionalization of β-trifluoromethyl enones enabled 2,3-dihydrofuran synthesis

Abstract

A transition-metal-free multi-functionalization reaction of β-trifluoromethyl enones and azacycles is first developed for the synthesis of valuable amino-2,3-dihydrofuran derivatives in moderate to good yields with excellent functional group tolerance. The multi-functionality transformation of carbonyl, alkenyl, and trifluoromethyl groups in β-trifluoromethyl enones streamlines the five-membered O-heterocycle assembly and facilitates the multiple-bond-forming cascade, thus providing a novel reaction mode for the defluorinative utilization of β-CF3-enones.

Graphical abstract: Multi-functionalization of β-trifluoromethyl enones enabled 2,3-dihydrofuran synthesis

Supplementary files

Article information

Article type
Research Article
Submitted
28 May 2024
Accepted
24 Jul 2024
First published
25 Jul 2024

Org. Chem. Front., 2024,11, 5144-5150

Multi-functionalization of β-trifluoromethyl enones enabled 2,3-dihydrofuran synthesis

Y. Hu, W. Han, Y. Chen, M. Ma, Z. Shen and X. Chu, Org. Chem. Front., 2024, 11, 5144 DOI: 10.1039/D4QO00962B

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