Molecular Editing of Toluene by Sequential <i>meta</i>-C–H/Benzylic C–N Deaminative Functionalizations

An approach to synthesizing structurally diverse toluene derivatives via sequential <i>meta</i>-C-H and benzylic C-N deaminative functionalization was developed by using a recyclable bifunctional directing template. The functionalized Katritzky salt intermediates are shown to be engaged in a wide range of carbon-carbon and carbon-heteroatom bond formation reactions. The synthetic utility of the strategy was demonstrated by late-stage functionalization of toloxatone.

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Publication Details

Journal
Organic Letters
Published
2024-08-23
DOI
https://doi.org/10.1021/acs.orglett.4c02781
Citations
1
Primary Topic
Catalytic C–H Functionalization Methods
Type
article
Field-Weighted Citation Impact
0.25

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article

Molecular Editing of Toluene by Sequential meta-C–H/Benzylic C–N Deaminative Functionalizations

Zelin Liu, Zhong Jin, Xiaohua Xu, Yifei Yan et al.
1 citations
Organic Letters
Catalytic C–H Functionalization Methods
0.25
article

Molecular Editing of Toluene by Sequential meta-C–H/Benzylic C–N Deaminative Functionalizations

Zelin Liu, Zhong Jin, Xiaohua Xu, Yifei Yan, Zhiwei Jiang, Siquan He
article en
1 citations

Abstract

An approach to synthesizing structurally diverse toluene derivatives via sequential <i>meta</i>-C-H and benzylic C-N deaminative functionalization was developed by using a recyclable bifunctional directing template. The functionalized Katritzky salt intermediates are shown to be engaged in a wide range of carbon-carbon and carbon-heteroatom bond formation reactions. The synthetic utility of the strategy was demonstrated by late-stage functionalization of toloxatone.

Organic LettersVol. 26(35)
Nankai University (CN), Kashi University (CN)
National Natural Science Foundation of China, National Key Research and Development Program of China
Openalex Percentile: Top 49%
Catalytic C–H Functionalization Methods
0.25
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