Formal Deoxygenative Cross-Coupling of Aldehydes to Ketones throughα-Haloboronates:A Route to Deoxygenative Hydroacylation of Aldehydes  

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作  者:Zihao Hu Wanqi Zhang Tao XU 

机构地区:[1]Shanghai Key Laboratory of Chemical Assessment and Sustainability,School of Chemical Science and Engineering,Tongji University,1239 Siping Road,Shanghai,200092 China

出  处:《Chinese Journal of Chemistry》2023年第24期3593-3597,共5页中国化学(英文版)

基  金:the National Natural Science Foundation of China(Grant No.22071183)for financial support.

摘  要:Aldehydes are a kind of important synthons and reagents in organic synthesis.The efforts on transformations of aldehydes are highly rewarding and have always attracted considerable attention.Herein,a cross-coupling of aldehydes withα-haloboronates has been achieved under dual nickel/photoredox catalysis system.Considering theα-haloboronates can be easily obtained from aldehydes with our deoxygenative difunctionalization of carbonyls(DODC)strategy,this protocol provides a formal deoxygenative cross-coupling of aldehydes to one-carbon-prolonged ketone products.The mild conditions enabled good functional group tolerance and broad substrate applicability.The application of this method was presented via a tunable synthesis of two ketones with very similar skeletons from two same aldehydes.

关 键 词:CROSS-COUPLING Haloboronate Nickel Deoxygenative difunctionalization of carbonyls Photocatalysis 

分 类 号:O62[理学—有机化学]

 

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