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Using Morita–Baylis–Hillman acetates of 2‐azidobenzaldehydes for the synthesis of 2‐alkoxy‐3‐cyanomethylquinolines and alkyl quinoline‐3‐carboxylates
Authors:Hea Jung Kim  Eun Mi Jeong  Kee‐Jung Lee
Institution:Organic Synthesis Laboratory, Department of Chemical Engineering, Hanyang University, Seoul 133‐791, Korea
Abstract:A simple method for the synthesis of several 2‐alkoxy‐3‐cyanomethylquinolines and alkyl quinoline‐3‐carboxylates using iminophosphorane‐mediated cyclization reactions of 3‐(2‐azidophenyl)‐2‐cyanomethylpropenoates and 3‐(2‐azidophenyl)‐2‐nitromethylpropenoates has been developed. These compounds were readily obtained from the Morita–Baylis–Hillman acetates of 2‐azidobenzaldehydes using potassium cyanide or sodium nitrite, respectively. J. Heterocyclic Chem., (2011)
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