Reductive heterocyclizations via indium–iodine-promoted conversion of 2-nitroaryl imines or 2-nitroarenes to 2, 3-diaryl-substituted indazoles

GH Ahn, JJ Lee, YM Jun, BM Lee…

Index: Ahn, Gil Hwan; Lee, Jung June; Jun, Young Moo; Lee, Byung Min; Kim, Byeong Hyo Organic and Biomolecular Chemistry, 2007 , vol. 5, # 15 p. 2472 - 2485

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Citation Number: 10

Abstract

While N-(2-nitrobenzylidene) anilines produced mixtures of 2, 1-benzisoxazoles and 3- anilino-2-aryl-2H-indazoles in the presence of indium and iodine in MeOH, N-(2- nitrobenzylidene) anilines were transformed into 3-anilino-2-aryl-2H-indazoles as the predominant major product through the change of the solvent from protic MeOH to aprotic THF. In an indium-mediated one-pot reductive reaction, 2-benzaldehydes and anilines in ...