Nonbifunctional Outer-Sphere Strategy Achieved Highly Active α‑Alkylation of Ketones with Alcohols by N‑Heterocyclic Carbene Manganese (NHC-Mn)

The unusual nonbifunctional outer-sphere strategy was successfully utilized in developing an easily accessible N-heterocyclic carbene manganese (NHC-Mn) system for highly active α-alkylation of ketones with alcohols. This system was efficient for a wide range of ketones and alcohols under mild react...

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Bibliographic Details
Published in:Organic letters 2019-10, Vol.21 (19), p.8065-8070
Main Authors: Lan, Xiao-Bing, Ye, Zongren, Huang, Ming, Liu, Jiahao, Liu, Yan, Ke, Zhuofeng
Format: Article
Language:English
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Summary:The unusual nonbifunctional outer-sphere strategy was successfully utilized in developing an easily accessible N-heterocyclic carbene manganese (NHC-Mn) system for highly active α-alkylation of ketones with alcohols. This system was efficient for a wide range of ketones and alcohols under mild reaction conditions, and also for the green synthesis of quinoline derivatives. The direct outer-sphere mechanism and the high activity of the present system demonstrate the potential of nonbifunctional outer-sphere strategy in catalyst design for acceptorless dehydrogenative transformations.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.9b03030