Issue 4, 2022

Tandem cyclization/arylation of diaryliodoniums via in situ constructed benzoxazole as a directing group for atom-economical transformation

Abstract

Linear diaryliodoniums often undergo only single arylation and leave equivalent aryl iodide as waste. Herein, we demonstrate that linear unsymmetrical diaryliodoniums could be tuned by a dual nickel/palladium metal system to accomplish one-pot cyclization/arylation. Of note, the in situ generated benzoxazole motifs could then be utilized as directing groups for subsequent C–H activated arylation from the often unwanted aryl iodide, exhibiting good reactions with atom economy and regioselectivity.

Graphical abstract: Tandem cyclization/arylation of diaryliodoniums via in situ constructed benzoxazole as a directing group for atom-economical transformation

Supplementary files

Article information

Article type
Research Article
Submitted
03 Oct 2021
Accepted
14 Jan 2022
First published
15 Jan 2022

Org. Chem. Front., 2022,9, 1137-1142

Tandem cyclization/arylation of diaryliodoniums via in situ constructed benzoxazole as a directing group for atom-economical transformation

H. Peng, Q. Liu, Y. Sun, B. Luo, T. Yu, P. Huang, D. Zhu and S. Wen, Org. Chem. Front., 2022, 9, 1137 DOI: 10.1039/D1QO01463C

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