Iron-catalyzed oxidative tandem reactions with TEMPO oxoammonium salts: synthesis of dihydroquinazolines and quinolines

R Rohlmann, T Stopka, H Richter…

Index: Rohlmann, Renate; Stopka, Tobias; Richter, Heinrich; Garcia Mancheno, Olga Journal of Organic Chemistry, 2013 , vol. 78, # 12 p. 6050 - 6064

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Citation Number: 53

Abstract

A straightforward iron-catalyzed divergent oxidative tandem synthesis of dihydroquinazolines and quinolines from N-alkylanilines using a TEMPO oxoammonium salt as a mild and nontoxic oxidant has been developed. Fe (OTf) 2 was the Lewis acid catalyst of choice for the formation of dihydroquinazolines, whereas FeCl3 led to better results for the synthesis of quinolines. This divergent approach implies that, for both syntheses, direct ...