A practical and mild chlorination of fused heterocyclic N-oxides

被引:34
|
作者
Wang, Dong [1 ]
Jia, Hailing [2 ]
Wang, Wuchang [2 ]
Wang, Zhe [1 ]
机构
[1] Longwood Biopharmaceut Co Ltd, Tianjin Int Joint Acad Biomed, Tianjin 300457, Peoples R China
[2] Nankai Univ, Sch Med, Tianjin 300071, Peoples R China
关键词
Chlorination; N-Oxides; Vilsmeier reagent; Quinoline; Isoquinoline; INHIBITORS; QUINOLINES; CONVERSION;
D O I
10.1016/j.tetlet.2014.11.005
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Fused azine N-oxides were selectively chlorinated at C2 in moderate to excellent yields, employing Vilsmeier reagent as both the activating agent and the nucleophilic chloride source. Remarkable features of the method include simple operation, mild reaction conditions, a wide substrate scope, and the use of only stoichiometric amount of POCl3. The potential extension of this method to a one-pot oxidation/chlorination sequence that obviates the need for isolation of the N-oxide intermediates is also validated. (C) 2014 Elsevier Ltd. All rights reserved.
引用
收藏
页码:7130 / 7132
页数:3
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