Copper-Catalyzed Selective Benzylic C-O Cyclization of N-o-Tolylbenzamides: Synthesis of 4H-3,1-Benzoxazines

被引:46
|
作者
Li, Yan [1 ,2 ]
Li, Zhongshu [2 ]
Xiong, Tao [1 ]
Zhang, Qian [1 ]
Zhang, Xiangyang [2 ]
机构
[1] NE Normal Univ, Dept Chem, Changchun 130024, Peoples R China
[2] ETH, Organ Chem Lab, CH-8093 Zurich, Switzerland
关键词
H BOND ACTIVATION; DIRECT ARYLATION; FUNCTIONALIZATION; AMIDATION; EFFICIENT; AMINATION; ADJACENT; INDOLES; COMPLEX; ARENES;
D O I
10.1021/ol301492d
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A novel Selectfluor-mediated copper-catalyzed highly selective benzylic C-O cyclization for the synthesis 4H-3,1-benzoxazines is reported. The predominant selectivity for a benzylic C(sp(3))-H over an aromatic C(sp(2))-H bond in N-o-tolylbenzamides is achieved.
引用
收藏
页码:3522 / 3525
页数:4
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