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

An approach to synthesizing structurally diverse toluene derivatives via sequential meta-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...

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Bibliographic Details
Published in:Organic letters 2024-09, Vol.26 (35), p.7431-7435
Main Authors: Jiang, Zhiwei, He, Siquan, Yan, Yifei, Liu, Zelin, Xu, Xiaohua, Jin, Zhong
Format: Article
Language:English
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Summary:An approach to synthesizing structurally diverse toluene derivatives via sequential meta-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.
ISSN:1523-7060
1523-7052
1523-7052
DOI:10.1021/acs.orglett.4c02781