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Selective Single-Step Oxidation of Amine to Cross-Azo Compounds with an Unhampered Primary Benzyl Alcohol Functionality

This is the first report of a single-step synthesis of primary benzyl alcohol containing different cross-azo compounds (14 examples) by Cu­(II) in the presence of a newly synthesized amino-ether heteroditopic macrobicycle cage. Interestingly, even with extreme conditions, the benzyl alcohol remains...

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Bibliographic Details
Published in:Organic letters 2018-11, Vol.20 (21), p.6725-6729
Main Authors: Sarkar, Sayan, Sarkar, Piyali, Ghosh, Pradyut
Format: Article
Language:English
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Summary:This is the first report of a single-step synthesis of primary benzyl alcohol containing different cross-azo compounds (14 examples) by Cu­(II) in the presence of a newly synthesized amino-ether heteroditopic macrobicycle cage. Interestingly, even with extreme conditions, the benzyl alcohol remains unoxidized by the Cu­(II) catalyst due to the protective etherial pocket of the cage.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.8b02829