含氟芳杂环化合物的合成 Ⅱ.3,5-二硝基-4-氯三氟甲苯和-3,5-二硝基-2-氯三氟甲苯与含氮亲核试剂的反应

Reactions of 3, 5-Dinitro-4-chlorobenzotrifluoride and 3, 5-Dinitro-2-chlorobenzotrifluoride with Nitrogen-containing Nucleophiles

以前我们曾研究3,5-二硝基-4-氯三氟甲苯(1a)和3,5-二硝基-2-氯三氯甲苯(1b)与含硫亲核试剂的反应,D’Amico等最近报道了1,1-二巯基-2,2-二氰乙烯的钾盐与1的反应,因为1中的苯环母体上有三个强吸电子基因,容易与多种亲核试剂反应,早期曾有人研究过3,5-二硝基-4-氯吡啶与取代的邻苯二胺的反应,本文报道1与一些含氮有机亲核试剂的反应,合成了新的含氟杂环化合物2和3。

The reactions of 3, 5-dinitro-4-chlorobenzotrifluoride and 3, 5-dinitro-2-chloroben-zotrifluoride with nitrogen-containing nucleophiles have been used to synthesize novelfluoring-containing aromatic and heterocyclic compounds such as 5,10-dihydro-1-nitro-3-trifluoromethylphenazine (2) and 2-(o-fluorophenyl)-4-nitro-6-trifluoromethylben-zimidazole (3). The effect of reaction conditions on the product formation was discussed.