Application of (2Z)-3-dimethylamino-2-(1H-indole-3-carbonyl) acrylonitrile in the synthesis of novel 3-heteroarylindoles: Condensed meridianine analogs

Abstract

3-Dimethylamino-2-(1H-indole-3-carbonyl)acrylonitrile (2) was treated with phenylhydrazine, in refluxing basic ethanol, afforded a single product N-1 or N-2 substituted pyrazole. Basic promoted cyclization of enaminonitrile 2 with α-heteroarylamines as N,N-1,3-dinucleophiles, condensed indolylpyrimidines as a new class of meridianine natural product analogs were obtained in moderate to good yields.