Studies on isocyanides and related compounds. Synthesis of furan derivatives and their transformation into indole derivatives
作者:Stefano Marcaccini、Roberto Pepino、Carlos F. Marcos、Cecilia Polo、Tomás Torroba
DOI:10.1002/jhet.5570370615
日期:2000.11
The intramolecular Knoevenagel condensation of N-cyclohexyl 3-aryl-2-(2-nitrophenyl)acetoxy-3-oxopropionamides 4 obtained from 2-nitrophenylacetic acid (1), arylglyoxals 2 and cyclohexyl isocyanide (3) afforded N-cyclohexyl 3-aryl-2,5-dihydro-2-(2-nitrophenyl)-5-oxofuran-2-carboxamides 6 which underwent reductive cleavage to N-cyclohexyl (Z)-3-aryl-2-hydroxy-3-(2,3-dihydro-2-oxoindol-3-ylidene)propionamides
由2-硝基苯基乙酸(1),芳基乙二醛2和环己基异氰酸酯(3)获得的N-环己基3-芳基-2-(2-硝基苯基)乙酰氧基-3-氧代丙酰胺的分子内Knoevenagel缩合得到N-环己基3-芳基-2,5-二氢-2-(2-硝基苯基)-5-氧呋喃-2-羧酰胺6还原还原成N-环己基(Z)-3-芳基-2-羟基-3-(2,3-二氢-2-氧代吲哚-3-亚丙基)丙酰胺8可能通过不稳定的中间体7。