Rubottom Oxidation Reaction Inspired Divergent Synthesis of α‐Hydroxy Amidines, α‐Bromo Amidines and Tribrominated Indole Derivatives

Abstract A Rubottom‐type oxidation of N ‐ β ‐aminoacrylate substituted indoles with m ‐CPBA, providing direct routes to a series of α‐hydroxy amidines was reported. In addition, inspired by this oxidation reaction, a solvent‐controlled switchable bromination of N ‐ β ‐aminoacrylate substituted indoles selectively leading to either 3,3‐dibromo‐oxindole based α‐bromo amidines or tribromo‐substituted indole derivatives was also developed.

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Publication Details

Journal
Advanced Synthesis & Catalysis
Published
2025-02-03
DOI
https://doi.org/10.1002/adsc.202401356
Citations
1
Primary Topic
Chemical Synthesis and Reactions
Type
article
Field-Weighted Citation Impact
0.94

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article

Rubottom Oxidation Reaction Inspired Divergent Synthesis of α‐Hydroxy Amidines, α‐Bromo Amidines and Tribrominated Indole Derivatives

Yan‐Qiu Deng, Chang-Qing Qin, Yunling Liu, Guo‐Shu Chen et al.
1 citations
Advanced Synthesis & Catalysis
Chemical Synthesis and Reactions
0.94
article

Rubottom Oxidation Reaction Inspired Divergent Synthesis of α‐Hydroxy Amidines, α‐Bromo Amidines and Tribrominated Indole Derivatives

Yan‐Qiu Deng, Chang-Qing Qin, Yunling Liu, Guo‐Shu Chen, Hai Tao Ren, Chen-Chen Ni
article en
1 citations

Abstract

Abstract A Rubottom‐type oxidation of N ‐ β ‐aminoacrylate substituted indoles with m ‐CPBA, providing direct routes to a series of α‐hydroxy amidines was reported. In addition, inspired by this oxidation reaction, a solvent‐controlled switchable bromination of N ‐ β ‐aminoacrylate substituted indoles selectively leading to either 3,3‐dibromo‐oxindole based α‐bromo amidines or tribromo‐substituted indole derivatives was also developed.

Advanced Synthesis & CatalysisVol. 367(6)
Guiyang Medical University (CN), Hainan Normal University (CN), Guangzhou University (CN), Key Laboratory of Chemistry for Natural Products of Guizhou Province and Chinese Academy of Sciences (CN)
National Natural Science Foundation of China, Natural Science Foundation of Guangdong Province
Openalex Percentile: Top 29%
Chemical Synthesis and Reactions
0.94
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