Synthesis of new sterically hindered anilines

被引：6

作者：

Steele, Barry R. ^{[1
]}

Georgakopoulos, Spyros ^{[1
]}

Micha-Screttas, Maria ^{[1
]}

Screttas, Constantinos G. ^{[1
]}

机构：

[1] Natl Hellen Res Fdn, Inst Organ & Pharmaceut Chem, GR-11635 Athens, Greece

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2007年 / 2007卷 / 19期

关键词：

metalation; alkylation; amines; steric hindrance; carbanions; BASE-CATALYZED HYDROAMINATION; INTRAMOLECULAR HYDROAMINATION; ETHYLENE; ETHYLATION; METATHESIS; COMPLEXES; ALKENES; BEARING; LIGAND;

D O I：

10.1002/ejoc.200700233

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Ring-alkylated primary, secondary and tertiary anilines have been ethylated with ethylene at benzylic positions in a simple and inexpensive one-pot procedure which is mediated by the use of the superbase system nBuLi/LiK(OCH2 CH2NMe2)(2) in the presence of Mg(OCH2CH2OEt)(2), Primary and secondary anilines are ethylated readily at ortho-benzylic positions but with difficulty or not at all at other positions. Tertiary anilines are ethylated at all positions. Mono- or diethylation occurs depending on the steric constraints present.

引用

页码：3091 / 3094

页数：4

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