Divergent Synthesis of Primary Amides via Modular Dearomative Carbamoylations of Areneπ-Systems  

作　　者：Chu-Qiao Li Xu Jiang Ming-Yang Wang Wei-Long Zeng Wei Li 

机构地区：[1]Department of Chemistry,Zhejiang University,Hangzhou 310058

出　　处：《CCS Chemistry》2024年第8期2066-2074,共9页中国化学会会刊（英文）

基　　金：the National Natural Science Foundation of China(grant no.22271251);the Fundamental Research Funds for the Central Universities(grant nos.226-2023-00016,226-2023-00115,and 226-2022-00224).

摘　　要：In sharp contrast to the well researched and well developed aminocarbonylation of alkenes,the dearomative carbamoylation of abundant areneπ-systems has scarcely been studied despite its great potential to enrich the diversity-oriented synthesis of high-value amides.The formidable challenges associated with such dearomatization include the low reactivity of stable aromaticπ-systems and intricate selectivity issues.Herein,we disclose a general approach toward highly selective dearomative carbamoylations of areneπ-bonds under CO-gas-free conditions.Its extraordinary versatility was demonstrated by tolerating a broad range of nucleophilic partners with high yields and excellent selectivities,thus providing modular access to the divergent synthesis ofβ-functionalized primary amides.In addition,diverse downstream derivatizations including a formal C–H 1,2-olefination/carbamoylation reaction were conducted,exhibiting great potential in synthetic and medicinal chemistry.

关 键 词：AMINOCARBONYLATION ARENE CARBAMOYLATION DEAROMATIZATION primary amide 

分 类 号：O62[理学—有机化学]