Practical Synthesis of α-Perfluoroalkyl Cyclic Imines and Amines

被引：28

作者：

Shevchenko, Nikolay E. ^{[2
]}

Balenkova, Elisabeth S. ^{[2
]}

Roeschenthaler, Gerd-Volker ^{[1
]}

Nenajdenko, Valentine G. ^{[2
]}

机构：

[1] Univ Bremen, Inst Inorgan & Phys Chem, D-28334 Bremen, Germany

[2] Moscow MV Lomonosov State Univ, Dept Chem, Moscow 119991, Russia

来源：

SYNTHESIS-STUTTGART | 2010年 / 01期

关键词：

fluorine; nitrogen heterocycles; alpha-polyfluoroalkyl imines; reductions; CONVENIENT SYNTHESIS; PYRROLINES; CHEMISTRY; ESTERS; ACCESS; ACIDS;

D O I：

10.1055/s-0029-1217104

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A convenient and simple approach for the preparation of alpha-CF3 and alpha-C2F5 substituted pyrrolines, tetrahydropyridines, tetrahydroazepine is described. Claisen condensation of N-protected cyclic amides with esters of perfluorocarboxylic acids followed by deprotection and decarboxylation in acidic media leads to the desired products. Reduction of these imines permits to obtain 5-, 6-, and 7-membered cyclic amines with alpha-CF3 or alpha-C2F5 group in good to moderate overall yields.

引用

页码：120 / 126

页数：7

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