Dichloramine B: A Reagent for Regioselective Chloroalkoxylation of 3‐Aryloxindoles

A catalyst‐ and additive‐free strategy for the direct chloroalkoxylation of 3‐aryloxindoles has been developed using dichloramine B as a readily available electrophilic chlorinating reagent and alcohols as alkoxy nucleophiles. Notably, dichloramine B is converted to benzenesulfonamide during the chloroalkoxylation process, which is regenerated to dichloramine B with Cl 2 in industry. This mild, operationally simple protocol affords aromatic‐chloro‐3‐alkoxyoxindoles with excellent regioselectivity and broad functional‐group tolerance.

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Publication Details

Journal
Advanced Synthesis & Catalysis
Published
2026-08-27
DOI
https://doi.org/10.1002/adsc.70733
Primary Topic
Synthesis and Catalytic Reactions
Type
article
Field-Weighted Citation Impact
0.00

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Dichloramine B: A Reagent for Regioselective Chloroalkoxylation of 3‐Aryloxindoles

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Dichloramine B: A Reagent for Regioselective Chloroalkoxylation of 3‐Aryloxindoles

Zhenhua Jia, Teck‐Peng Loh, Rongbin Hu, Lijuan Liang, Peng Chen, Lina Huang, Niuniu Li, Dechang Han
article en

Abstract

A catalyst‐ and additive‐free strategy for the direct chloroalkoxylation of 3‐aryloxindoles has been developed using dichloramine B as a readily available electrophilic chlorinating reagent and alcohols as alkoxy nucleophiles. Notably, dichloramine B is converted to benzenesulfonamide during the chloroalkoxylation process, which is regenerated to dichloramine B with Cl 2 in industry. This mild, operationally simple protocol affords aromatic‐chloro‐3‐alkoxyoxindoles with excellent regioselectivity and broad functional‐group tolerance.

Advanced Synthesis & CatalysisVol. 368(17)
Nanyang Technological University (SG), Henan University of Technology (CN), Lanzhou Institute of Husbandry and Pharmaceutical Sciences (CN)
Agency for Science, Technology and Research, Nanyang Technological University, National Natural Science Foundation of China, Henan University of Technology, Henan University, Science and Technology Department of Henan Province
Industry, innovation and infrastructure
Openalex Percentile: Top 19%
Synthesis and Catalytic Reactions
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