Synthesis of Aryl-methylene Ethers through Pd(0)-Catalyzed Coupling between Hydrobenzoxazoles and Dichloromethane

被引:3
作者
Wang, Yinpeng [1 ]
Zhao, Mingming [1 ]
Peng, Jingke [1 ]
Zheng, Hongxia [1 ]
Xiong, Heng-Ying [1 ]
Zhang, Guangwu [1 ]
机构
[1] Henan Univ, Coll Chem & Chem Engn, Kaifeng 475004, Peoples R China
基金
中国国家自然科学基金;
关键词
OXIDATIVE-ADDITION; PALLADIUM; KETIMINES; CARBENE; HALIDES; ACTIVATION; ANNULATION; COMPLEXES;
D O I
10.1021/acs.orglett.3c00190
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Using dichloromethane (DCM) as the C1 feedstock, the first Pd(0)-catalyzed synthesis of aryl-methylene ether motifs from hydrobenzoxazoles (hydrothiazoles) has been reported. This protocol has exhibited an ample substrate scope (38 examples) and wide functional group tolerance. Aryl-methylene ether adducts have been successfully engaged in coupling with isocyanate to provide bis-iminoisoindolinones. In this reaction, DCM has served as a twofold electrophile for reaction with hydrobenzoxazoles via double C-Cl bond cleavage.
引用
收藏
页码:1458 / 1463
页数:6
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[31]   The [3+2] Annulation of CF3-Ketimines by Re Catalysis: Access to CF3-Containing Amino Heterocycles and Polyamides [J].
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Qiao, Xinxin ;
Xiong, Heng-Ying ;
Zhang, Guangwu .
ISCIENCE, 2020, 23 (11)