Cu-Catalyzed Cross-Dehydrogenative Coupling Reactions of (Benzo)thiazoles with Cyclic Ethers

被引:141
|
作者
Xie, Zengyang [1 ]
Cai, Yuping [2 ]
Hu, Hongwen [1 ]
Lin, Chen [1 ]
Jiang, Juli [1 ]
Chen, Zhaoxu [2 ]
Wang, Leyong [1 ]
Pan, Yi [1 ]
机构
[1] Nanjing Univ, Ctr Multimol Chem, Key Lab Mesoscop Chem MOE, Nanjing 210093, Jiangsu, Peoples R China
[2] Nanjing Univ, Sch Chem & Chem Engn, Inst Theoret & Computat Chem, Nanjing 210093, Jiangsu, Peoples R China
基金
中国国家自然科学基金;
关键词
H BOND ADJACENT; RADICAL-ADDITION; DIRECT FUNCTIONALIZATION; DIRECT ARYLATION; N-ALKYLATION; AZOLES; AMINATION; BENZOXAZOLES; ACTIVATION; OXIDATION;
D O I
10.1021/ol4022113
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Copper-catalyzed cross-dehydrogenative coupling (CDC) reactions of (benzo)thiazoles with cyclic ethers were developed under mild conditions. In particular, the formation of C-C bonds via the CDC reactions between non-benzo-fused azoles and ethers are reported for the first time. In addition, the acetals, known as the masked 2-thiazolecarboxaldehydes, could be successfully obtained by this CDC reaction. The preliminary mechanism and supportive DFT calculations are discussed as well.
引用
收藏
页码:4600 / 4603
页数:4
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