Palladium-Catalyzed Denitrative α-Arylation of Heteroarenes with Nitroarenes via C-H and C-NO2 Bond Activations

被引:7
作者
Yao, Jiaxin [1 ]
Xiao, Yuxuan [1 ]
Li, Haiyan [1 ]
Yang, Xun [1 ]
Du, Jiahui [1 ]
Yin, Ying [1 ]
Feng, Lin [1 ]
Duan, Wengui [1 ]
Yu, Lin [1 ]
机构
[1] Guangxi Univ, Key Lab Appl Chem Technol & Resource Dev, Guangxi Coll & Univ, Sch Chem & Chem Engn, Nanning 530004, Guangxi, Peoples R China
关键词
ARYL; FUNCTIONALIZATION; (HETERO)ARENES; LIGAND; MILD;
D O I
10.1021/acs.orglett.4c02340
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A general approach for the alpha-arylation of heteroarenes with nitroarenes via denitrative coupling is reported for the first time. Various heteroarenes, including derivatives of furan, benzofuran, pyrrole, indole, thiophene, and benzothiophene, can be arylated at the alpha-position in moderate to good yields. Mechanistic studies demonstrate that the reaction proceeds via a CMD pathway, with C-H bond activation as the rate-determining step. Furthermore, the scalability and applicability in the synthesis of a drug molecule exemplify the utility of this protocol.
引用
收藏
页码:7307 / 7312
页数:6
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