Issue 38, 2023

Azofuran activation for annulative rearrangement enabled by gold(i)/Brønsted acid relay catalysis

Abstract

A novel gold(I)/Brønsted acid relay catalysis enabling azofuran activation to induce annulative rearrangement from 3-yne-1,2-diols and aryldiazonium tetrafluoroborates is reported, producing a series of furan-2-yl-substituted pyrrol-2-ones bearing a quaternary carbon center with good yields. Exchanging aryldiazonium tetrafluoroborate for azofuran led to skeletally identical but substituent-diverse furan-2-yl-containing pyrrol-2-ones with good yields, supporting the key azofuran activation and annulative rearrangement by gold/Brønsted acid relay catalysis.

Graphical abstract: Azofuran activation for annulative rearrangement enabled by gold(i)/Brønsted acid relay catalysis

Supplementary files

Article information

Article type
Communication
Submitted
05 Feb 2023
Accepted
19 Apr 2023
First published
19 Apr 2023

Chem. Commun., 2023,59, 5725-5728

Azofuran activation for annulative rearrangement enabled by gold(I)/Brønsted acid relay catalysis

Q. Rao, Y. Zhang, Y. Liu, B. Jiang, X. Wang, S. Tu and W. Hao, Chem. Commun., 2023, 59, 5725 DOI: 10.1039/D3CC00531C

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