One-Pot Regioselective Functionalization of Quinone Imine Ketals: Direct Access to <i>ortho</i>-Substituted Anilines from Arylamines

Herein, we have demonstrated an acid-catalyzed reaction that selectively performs the <i>ortho</i>-functionalization of anilines in a nondirected one-pot procedure. In addition to dramatically simplifying the synthesis of <i>ortho</i>-substituted anilines, our approach has the advantage of the scalability and remarkable regioselectivity, including product derivatization. The control experiments provide insight into the reaction mechanism and the origin of <i>ortho</i>-selectivity.

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Publication Details

Journal
Organic Letters
Published
2025-06-12
DOI
https://doi.org/10.1021/acs.orglett.5c01135
Citations
1
Primary Topic
Catalytic C–H Functionalization Methods
Type
article
Field-Weighted Citation Impact
0.94

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article

One-Pot Regioselective Functionalization of Quinone Imine Ketals: Direct Access to ortho-Substituted Anilines from Arylamines

Rina Mahato, Chinmoy Kumar Hazra, Sourav Pal, Naveen Yadav et al.
1 citations
Organic Letters
Catalytic C–H Functionalization Methods
0.94
article

One-Pot Regioselective Functionalization of Quinone Imine Ketals: Direct Access to ortho-Substituted Anilines from Arylamines

Rina Mahato, Chinmoy Kumar Hazra, Sourav Pal, Naveen Yadav, Michael Dey
article en
1 citations

Abstract

Herein, we have demonstrated an acid-catalyzed reaction that selectively performs the <i>ortho</i>-functionalization of anilines in a nondirected one-pot procedure. In addition to dramatically simplifying the synthesis of <i>ortho</i>-substituted anilines, our approach has the advantage of the scalability and remarkable regioselectivity, including product derivatization. The control experiments provide insight into the reaction mechanism and the origin of <i>ortho</i>-selectivity.

Organic LettersVol. 27(25)
Indian Institute of Technology Delhi (IN)
Council of Scientific and Industrial Research, India, University Grants Commission, Ministry of Education, India, Science and Engineering Research Board
Openalex Percentile: Top 25%
Catalytic C–H Functionalization Methods
0.94
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One-Pot Regioselective Functionalization of Quinone Imine Ketals: Direct Access to <i>ortho</i>-Substituted Anilines from Arylamines — Rina Mahato, Chinmoy Kumar Hazra, et al. · Organic Letters (2025) | TGRS Research Map | TGRS