Site-Selective C8-Alkylation of Quinolines with Cyclopropanols: Merging C–H/C–C Bond Activation

The site-selective C8-alkylation of quinolines has been accomplished using cyclopropyl alcohols as the alkylating agents and N-oxide as a weak chelating group in the presence of Co­(III) catalysis via merging C–H/C–C bond activation. The use of cyclopropanol as the alkyl source, Co catalysis, substr...

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Bibliographic Details
Published in:Organic letters 2023-11, Vol.25 (43), p.7805-7809
Main Authors: Mandal, Santu, Paul, Tripti, Karjee, Pallab, Barman, Madhab, Punniyamurthy, Tharmalingam
Format: Article
Language:English
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Summary:The site-selective C8-alkylation of quinolines has been accomplished using cyclopropyl alcohols as the alkylating agents and N-oxide as a weak chelating group in the presence of Co­(III) catalysis via merging C–H/C–C bond activation. The use of cyclopropanol as the alkyl source, Co catalysis, substrate scope, HRMS analysis of the reaction intermediate, and late-stage mutation of drug molecules/natural products are the important practical features.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.3c02972