Tetrahedron Letters

Mild method for the synthesis of 1H-indazoles through oxime-phosphonium ion intermediate

S Paul, S Panda, D Manna

Index: Paul, Saurav; Panda, Subhankar; Manna, Debasis Tetrahedron Letters, 2014 , vol. 55, # 15 p. 2480 - 2483

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Citation Number: 5

Abstract

Abstract The synthesis of 1H-indazoles from o-aminobenzoximes is achieved via N–N bond formation using triphenylphosphine, I 2, and imidazole. Selective formation of oxime- phosphonium ion intermediate in the presence of the amino group is the driving force for this reaction. The nucleophilicity of the arylamino group and electrophilicity toward the N–O bond of oxime also control the reaction. The reaction proceeds at a faster rate with good to ...