Cu-catalyzed one-pot synthesis of fused oxazepinone derivatives via sp2 C-H and O-H cross-dehydrogenative coupling

被引:11
|
作者
Zhang, Zeyuan [1 ]
Dai, Zhen [1 ]
Ma, Xinkun [1 ]
Liu, Yihan [1 ]
Ma, Xiaojun [1 ]
Li, Wanli [1 ]
Ma, Chen [1 ,2 ]
机构
[1] Shandong Univ, Sch Chem & Chem Engn, Jinan 250100, Peoples R China
[2] Peking Univ, State Key Lab Nat & Biomimet Drugs, Beijing 100191, Peoples R China
来源
ORGANIC CHEMISTRY FRONTIERS | 2016年 / 3卷 / 07期
基金
美国国家科学基金会;
关键词
REMOVABLE BIDENTATE AUXILIARY; HIV-1; REVERSE-TRANSCRIPTASE; METHYLENE C(SP(3))-H BONDS; BENZOIC-ACID DERIVATIVES; CARBON-HYDROGEN BONDS; UGI-SMILES COUPLINGS; C(SP(2))-H BONDS; DIRECTING GROUP; PHARMACOLOGICAL EVALUATION; AMINOQUINOLINE BENZAMIDES;
D O I
10.1039/c6qo00040a
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An efficient Cu-catalyzed cascade reaction protocol was developed for the synthesis of fused oxazepinone derivatives via sp(2) C-H and O-H cross-dehydrogenative coupling. A readily available catalyst, Cu2O, was used in this modular and convergent approach. An unusual Smiles rearrangement reaction was involved in this synthesis. Various reaction parameters were evaluated and optimized, and the target compounds were obtained in good-to-excellent yields.
引用
收藏
页码:799 / 803
页数:5
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