2-三氟甲基-1,5-二氮杂戊二烯化合物以及2-三氟甲基喹啉及其环化产物的新型区域特异性合成。

New regiospecific synthesis of 2-trifluoromethyl-1,5 diazapentadiene compounds and of 2-trifluoromethylquinolines, their cyclization products.

作者信息

El Kharrat Salem, Skander Myriem, Dahmani Abdelkader, Laurent Philippe, Blancou Hubert

机构信息

Laboratoire de Chimie Organique Organization Moléculaire, Evolution et Matériaux Fluorés, Université Montpellier II, Place E. Bataillon, 34095 Montpellier Cedex 05, France.

出版信息

J Org Chem. 2005 Oct 14;70(21):8327-31. doi: 10.1021/jo050586d.

DOI:10.1021/jo050586d

PMID:16209574

Abstract

2-trifluoromethylquinolines 5 are synthesized in high yields using a perfluoroalkylated gem-iodoacetoxy derivative 3 and arylamines 4. The intermediate of this reaction, 2-trifluoromethyl-1,5-diazapentadiene compound 6, was isolated. The procedures are easy, and yields are in general high. This sequence represents a valuable new synthesis of substituted 2-trifluoromethylquinolines and of 2-trifluoromethyl-diazapentadienes (vinamidine compounds).

摘要

使用全氟烷基化偕碘代乙酰氧基衍生物3和芳胺4可以高产率合成2-三氟甲基喹啉5。分离得到了该反应的中间体2-三氟甲基-1,5-二氮杂戊二烯化合物6。该方法简便，产率总体较高。此合成路线是取代2-三氟甲基喹啉和2-三氟甲基-二氮杂戊二烯（脒类化合物）的一种有价值的新合成方法。