Issue 15, 2023

Transition-metal-free synthesis of functional 2-arylphenols by an intermolecular SNAr reaction between dibenzofurans and various nucleophiles

Abstract

Shown herein for the first time is the utilization of dibenzofurans for an SNAr reaction with various nucleophiles, including primary and secondary alcohols, aliphatic amines and phosphines. A series of functional 2-arylphenols were obtained in good yields with good functional group tolerance, such as cyanide, amide, and aldehyde. In these transformations, selective C–O bond activation and coupling was achieved through electronic and chelating effects.

Graphical abstract: Transition-metal-free synthesis of functional 2-arylphenols by an intermolecular SNAr reaction between dibenzofurans and various nucleophiles

Supplementary files

Article information

Article type
Research Article
Submitted
12 May 2023
Accepted
14 Jun 2023
First published
16 Jun 2023

Org. Chem. Front., 2023,10, 3781-3785

Transition-metal-free synthesis of functional 2-arylphenols by an intermolecular SNAr reaction between dibenzofurans and various nucleophiles

Y. Lin, C. Lu, Y. Zeng, H. Jiang and L. Huang, Org. Chem. Front., 2023, 10, 3781 DOI: 10.1039/D3QO00707C

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