Núcleo de Química de Heterociclos (NUQUIMHE), Departamento de Química, Universidade Federal de Santa Maria, 97105-900 Santa Maria, RS, Brazil.
Molecules. 2011 Mar 30;16(4):2817-32. doi: 10.3390/molecules16042817.
A convenient and general method for the synthesis in 26-73% yields of a new series of 7-alkyl(aryl/heteroaryl)-2-amino-5-trifluoromethyl-1,8-naphthyridines from direct cyclocondensation reactions of 4-alkoxy-1,1,1-trifluoroalk-3-en-2-ones [CF₃C(O)CH=C(R¹)OR, where R¹ = H, Me, Ph, 4-MePh, 4-OMePh, 4-FPh, 4-BrPh, 4-NO₂Ph, 2-furyl, 2-thienyl and R = Me, Et] with 2,6-diaminopyridine (2,6-DAP), under mild conditions, is described. Another synthetic route also allowed the synthesis of 2-amino-5-trifluoromethyl-cycloalka[b][1,8]naphthyridines in 33-36% yields, from direct or indirect cyclo-condensation reactions of five-, six- and seven-membered 2-trifluoroacetyl-1-methoxy-cycloalkenes with 2,6-DAP.
一种方便且通用的方法，用于通过直接环缩合反应，以 26-73%的产率合成新的一系列 7-烷基（芳基/杂芳基）-2-氨基-5-三氟甲基-1,8-萘啶，其中 4-烷氧基-1,1,1-三氟-3-烯-2-酮 [CF₃C(O)CH=C(R¹)OR，其中 R¹ = H，Me，Ph，4-MePh，4-OMePh，4-FPh，4-BrPh，4-NO₂Ph，2-呋喃基，2-噻吩基和 R = Me，Et] 与 2,6-二氨基吡啶（2,6-DAP），在温和条件下进行。另一种合成路线也允许通过直接或间接环缩合反应，以 33-36%的产率合成 2-氨基-5-三氟甲基-环烷[b][1,8]萘啶，其中五、六和七元 2-三氟乙酰基-1-甲氧基-环烯烃与 2,6-DAP 反应。
