Manganese(I)-Catalyzed Direct Addition of C(sp3)-H Bonds to Aryl Isocyanates

被引:0
|
作者
Liu, Hongxin [1 ]
Yu, Zhichao [1 ]
Li, Bin [1 ]
Wang, Baiquan [1 ,2 ]
机构
[1] Nankai Univ, Coll Chem, State Key Lab Elemento Organ Chem, Tianjin 300071, Peoples R China
[2] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China
来源
JOURNAL OF ORGANIC CHEMISTRY | 2024年 / 89卷 / 18期
基金
中国国家自然科学基金;
关键词
C-H BOND; DIRECT NUCLEOPHILIC-ADDITION; CYCLIZATION DIRECT SYNTHESIS; CATALYZED DIRECT ADDITION; HETEROAROMATIC-COMPOUNDS; VERSATILE ROUTE; ORTHO-AMIDATION; MANGANESE; ACTIVATION; AMINOCARBONYLATION;
D O I
10.1021/acs.joc.4c01581
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The addition of C-H bonds to isocyanates catalyzed by transition metals is a highly auspicious methodology for providing synthetically and biologically important amides. However, the substrates are limited to C(sp(2))-H bonds. In this work, an efficient manganese(I)-catalyzed direct addition reaction of C(sp(3))-H bonds of 8-methylquinolines to aryl isocyanates has been developed, leading to the synthesis of various alpha-quinolinyl amide compounds in moderate to high yields. The reaction has a broad range of substrates and a good functional group tolerance. A possible mechanism is proposed based on the experimental results.
引用
收藏
页码:13429 / 13437
页数:9
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