Issue 59, 2020
From the journal:

Chemical Communications

Tandem approach to NOBIN analogues from arylhydroxylamines and diaryliodonium salts via [3,3]-sigmatropic rearrangement†

Hairui Yuan,‡a   Yuanbo Du,‡a   Fengting Liu,a   Lirong Guo,a   Qianyu Sun,a   Lei Fenga  and  Hongyin Gao ORCID logo *a  

* Corresponding authors

a School of Chemistry and Chemical Engineering, Key Laboratory of Colloid and Interface Chemistry, Ministry of Education, Shandong University, Ji’nan 250100, China
E-mail: hygao@sdu.edu.cn

Abstract

Herein, we present a transition-metal free direct O-arylation of arylhydroxylamines employing diaryliodonium salts as arylation reagents to form transient N,O-diarylhydroxylamines that could subsequently undergo [3,3]-sigmatropic rearrangement and re-aromatization to afford structurally diverse NOBIN analogs in good to excellent yields under mild conditions.

Graphical abstract: Tandem approach to NOBIN analogues from arylhydroxylamines and diaryliodonium salts via [3,3]-sigmatropic rearrangement

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Article information

DOI
https://doi.org/10.1039/D0CC02919J
Article type
Communication
Submitted
24 Apr 2020
Accepted
10 Jun 2020
First published
19 Jun 2020

Chem. Commun., 2020,56, 8226-8229

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Tandem approach to NOBIN analogues from arylhydroxylamines and diaryliodonium salts via [3,3]-sigmatropic rearrangement

H. Yuan, Y. Du, F. Liu, L. Guo, Q. Sun, L. Feng and H. Gao, Chem. Commun., 2020, 56, 8226 DOI: 10.1039/D0CC02919J

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