Nucleophilic fluoroalkylation of iminium salts

被引：31

作者：

Levin, Vitalij V. ^{[1
]}

Kozlov, Mikhail A. ^{[2
]}

Song, Young-Hun ^{[3
]}

Dilman, Alexander D. ^{[1
]}

Belyakov, Pavel A. ^{[1
]}

Struchkova, Marina I. ^{[1
]}

Tartakovsky, Vladimir A. ^{[1
]}

机构：

[1] ND Zelinskii Inst Organ Chem, Moscow 119991, Russia

[2] Moscow Chem Lyceum, Moscow 111033, Russia

[3] Korea Sci Acad, Pusan, South Korea

来源：

TETRAHEDRON LETTERS | 2008年 / 49卷 / 19期

基金：

俄罗斯基础研究基金会;

关键词：

iminium ions; imines; fluorinated silanes; Lewis bases;

D O I：

10.1016/j.tetlet.2008.03.043

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Iminium cations generated by the coupling of aldehydes, N-trimethylsilylamines and TMSOTf or by the methylation of imines with MeOTf smoothly react with silanes of a general formula Me3SiRf (R-f = CF3, CCl2F, C6F5) to afford the corresponding tertiary amines having a fluorinated substituent. The key step, involving C-C bond formation, is promoted by NaOAc or KF in DMF as a solvent. (C) 2008 Elsevier Ltd. All rights reserved.

引用

页码：3108 / 3111

页数：4

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