Direct, Catalytic, and Regioselective Synthesis of 2-Alkyl-, Aryl-, and Alkenyl-Substituted N-Heterocycles from N-Oxides

被引：122
作者：
Larionov, Oleg V. [1 ]
Stephens, David [1 ]
Mfuh, Adelphe [1 ]
Chavez, Gabriel [1 ]
机构：
[1] Univ Texas San Antonio, Dept Chem, San Antonio, TX 78249 USA
来源：
ORGANIC LETTERS | 2014年 / 16卷 / 03期
关键词：
CROSS-COUPLING REACTIONS; GRIGNARD-REAGENTS; DIRECT ARYLATION; ENANTIOSELECTIVE SYNTHESIS; STEREOSELECTIVE-SYNTHESIS; SELECTIVE ALKENYLATION; PYRIDINE; HETEROARENES; CHLOROQUINE; ALKYLATION;
D O I：
10.1021/ol403631k
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A one-step transformation of heterocyclic N-oxides to 2-alkyl-, aryl-, and alkenyl-substituted N-heterocycles is described. The success of this broad-scope methodology hinges on the combination of copper catalysis and activation by lithium fluoride or magnesium chloride. The utility of this method for the late-stage modification of complex N-heterocycles is exemplified by facile syntheses of new structural analogues of several antimalarial, antimicrobial, and fungicidal agents.
引用
收藏
页码：864 / 867
页数：4
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