Asymmetric Halocyclization of 2-Anilidostyrenes Using N-Haloamides Enabled by Chiral Anion Phase-Transfer Catalysis

被引:0
|
作者
Zhang, Penglei [1 ]
Du, Xue [1 ]
Tu, Guogang [1 ]
Sun, Yanji [1 ]
Xiong, Xiaodong [1 ]
机构
[1] Nanchang Univ, Sch Pharm, Nanchang 330006, Peoples R China
基金
中国国家自然科学基金;
关键词
INHIBITORS; FLUORINE; ALCOHOLS; POTENT;
D O I
10.1021/acs.orglett.5c00887
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Asymmetric halogenation for efficient construction of various 4H-3,1-benzoxazine derivatives with excellent functional group tolerance using readily available N-haloamides as the halogen source and ammonium phosphate salt catalyst under mild reaction conditions has been developed. The ammonium salt catalyst loading could be reduced to 1 mol % and recycled 4 times without deterioration in reactivity and stereoselectivity. Importantly, this process features a column-purification-free operation, leading to the green and atom-economical preparation of chiral benzoxazines in good to excellent yields and high enantioselectivities.
引用
收藏
页数:6
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