<i>para</i> -Selective C–H Arylation and Alkylation of <i>N</i> -Arylhydroxylamines

The direct <i>para</i>-selective functionalization of arenes is difficult under mild conditions without the use of directing groups and transition-metal catalysts. Here we present a fluorosulfuryl imidazolium triflate-mediated direct <i>para</i>-selective C-H arylation and alkylation of <i>N</i>-arylhydroxylamines. This protocol exhibits a broad substrate scope and great functional-group adaptability. Moreover, the potential for scalable production and the feasibility of further modifications of the products showcase the practical utility of this method in synthetic applications.

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Publication Details

Journal
Organic Letters
Published
2026-03-12
DOI
https://doi.org/10.1021/acs.orglett.6c00585
Primary Topic
Catalytic C–H Functionalization Methods
Type
article
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article

para -Selective C–H Arylation and Alkylation of N -Arylhydroxylamines

Jingtai Pei, Rui-Qiang Jiao, Zhenguo Xi, Hongyin Gao et al.
Organic Letters
Catalytic C–H Functionalization Methods
article

para -Selective C–H Arylation and Alkylation of N -Arylhydroxylamines

Jingtai Pei, Rui-Qiang Jiao, Zhenguo Xi, Hongyin Gao, Licun Chu
article en

Abstract

The direct <i>para</i>-selective functionalization of arenes is difficult under mild conditions without the use of directing groups and transition-metal catalysts. Here we present a fluorosulfuryl imidazolium triflate-mediated direct <i>para</i>-selective C-H arylation and alkylation of <i>N</i>-arylhydroxylamines. This protocol exhibits a broad substrate scope and great functional-group adaptability. Moreover, the potential for scalable production and the feasibility of further modifications of the products showcase the practical utility of this method in synthetic applications.

Organic LettersVol. 28(12)
Shandong University (CN), Ningxia University (CN), Green Chemistry (PL)
Openalex Percentile: Top 24%
Catalytic C–H Functionalization Methods
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