Abstract

An approach for the synthesis of 4-amino-2-(trifluoromethyl)quinolines via the intramolecular Friedel–Crafts reaction of 2-(1-(arylamino)-2,2,2-trifluoroethylidene)malononitrile derivatives is reported. This simple protocol provides a wide variety of 4-amino-2-(trifluoromethyl)quinolines in good to excellent yields, without any purification. Furthermore, the 2-(1-(arylamino)-2,2,2-trifluoroethylidene) malononitrile derivatives used in this project have been synthesized by the reaction of N-aryl-2,2,2-trifluoroacetimidoyl chlorides and malononitrile at ambient temperature and under microwave irradiation in excellent yields, for the first time.

An approach for the synthesis of 4-amino-2-(trifluoromethyl)quinolines via the intramolecular Friedel–Crafts reaction of 2-(1-(arylamino)-2,2,2-trifluoroethylidene)malononitrile derivatives is reported. This simple protocol provides a wide variety of 4-amino-2-(trifluoromethyl)quinolines in good to excellent yields, without any purification. Furthermore, the 2-(1-(arylamino)-2,2,2-trifluoroethylidene) malononitrile derivatives used in this project have been synthesized by the reaction of N-aryl-2,2,2-trifluoroacetimidoyl chlorides and malononitrile at ambient temperature and under microwave irradiation in excellent yields, for the first time.

中文翻译：

---

分子内Friedel-Crafts反应制备适合合成4-氨基-2-（三氟甲基）喹啉衍生物的三氟甲基化（芳基氨基亚甲基）丙二腈

摘要

据报道，一种通过2-（1-（芳基氨基）-2,2,2,2-三氟乙叉基）丙二腈衍生物的分子内Friedel-Crafts反应合成4-氨基-2-（三氟甲基）喹啉的方法。这种简单的方法无需纯化即可提供多种4-氨基-2-（三氟甲基）喹啉，收率高至优异。此外，本项目中使用的2-（1-（芳基氨基）-2,2,2-三氟乙叉基）丙二腈衍生物是通过N-芳基-2,2,2-三氟乙酰亚胺基氯与丙二腈在室温下反应合成的并首次在微波辐射下获得了极高的收率。

据报道，一种通过2-（1-（芳基氨基）-2,2,2,2-三氟乙叉基）丙二腈衍生物的分子内Friedel-Crafts反应合成4-氨基-2-（三氟甲基）喹啉的方法。这种简单的方法无需纯化即可提供多种4-氨基-2-（三氟甲基）喹啉，收率高至优异。此外，本项目中使用的2-（1-（芳基氨基）-2,2,2-三氟乙叉基）丙二腈衍生物是通过N-芳基-2,2,2-三氟乙酰亚胺基氯与丙二腈在室温下反应合成的并首次在微波辐射下获得了极高的收率。