Palladium-catalyzed carbonylation of activated alkyl halides via radical intermediates  

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作  者:Zhi-Peng Bao Xiao-Feng Wu 

机构地区:[1]Dalian National Laboratory for Clean Energy,Dalian Institute of Chemical Physics,Chinese Academy of Sciences,116023 Dalian,Liaoning,China [2]Leibniz-Institut für Katalyse e.V,Albert-Einstein-Straße 29a,18059 Rostock,Germany

出  处:《Industrial Chemistry & Materials》2024年第2期276-283,共8页工业化学与材料(英文)

基  金:financial support from DICP and K.C.Wong Education Foundation(GJTD-2020-08).

摘  要:Palladium-catalyzed carbonylation is an efficient approach to prepare carbonyl-containing compounds with high atomic economy in synthetic organic chemistry.However,in comparison with aryl halides,carbonylation of alkyl halides is relatively challenging due to the decreased stability of the palladium intermediates.Carbonylation of activated alkyl halides is even more difficult,as nucleophilic substitution reactions with nucleophiles occur more easily with them.In this article,we summarize and discuss recent achievements in palladium-catalyzed carbonylative reactions of activated alkyl halides.The transformations proceed through radical intermediates which are generated in various manners.Under a relatively high pressure of carbon monoxide,the corresponding aliphatic carboxylic acid derivates were effectively prepared with various nucleophiles as the reaction partners.Besides alcohols,amines and organoboron reagents,four-component reactions in combination with alkenes or alkynes were also developed.Case-by-case reaction mechanisms are discussed as well and a personal outlook has also been provided.

关 键 词:Carbonyl group Palladium catalysis CARBONYLATION Activated alkyl halides Radical intermediates 

分 类 号:O62[理学—有机化学]

 

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