A Cascade Approach to Captodative Trifluoromethylated Enamines or Vinylogous Guanidinium Salts: Aromatic Substituents as Switches of Reaction Direction

被引:25
作者
Rulev, Alexander Yu. [1 ]
Muzalevskiy, Vasiliy M. [2 ]
Kondrashov, Evgeniy V. [1 ]
Ushakov, Igor A. [1 ]
Shastin, Aleksey V. [3 ]
Balenkova, Elizabeth S. [2 ]
Haufe, Guenter [4 ]
Nenajdenko, Valentine G. [2 ]
机构
[1] Russian Acad Sci, Siberian Branch, AE Favorsky Inst Chem, Irkutsk 664033, Russia
[2] Moscow MV Lomonosov State Univ, Dept Chem, Moscow 119992, Russia
[3] Inst Problems Chem Phys, Chernogolovka 142432, Moscow Region, Russia
[4] Univ Munster, Inst Organ Chem, D-48149 Munster, Germany
基金
俄罗斯基础研究基金会;
关键词
Amines; Nucleophilic substitution; Domino reactions; STEREOSELECTIVE-SYNTHESIS; CATALYTIC OLEFINATION; EFFICIENT SYNTHESIS; SYNTHETIC APPROACH; ENOL ETHERS; KETONES; AMINES; ALDEHYDES;
D O I
10.1002/ejoc.200900926
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
beta-Halo-beta-(trifluoromethyl)styrenes readily react with a variety of nitrogen nucleophiles bearing primary amino groups to afford either the captodative trifluoromethylated enamines or vinylogous guanidinium salts in a selective fashion depending on the electronic natures of the aromatic substituents.
引用
收藏
页码:300 / 310
页数:11
相关论文
共 48 条