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

被引：13

作者：

Paul, Saurav ^{[1
]}

Panda, Subhankar ^{[1
]}

Manna, Debasis ^{[1
]}

机构：

[1] Indian Inst Technol Guwahati, Dept Chem, Gauhati 781039, Assam, India

来源：

TETRAHEDRON LETTERS | 2014年 / 55卷 / 15期

关键词：

1H-Indazoles; Oxime-phosphonium ion intermediate; N-N bond formation; Mild reaction condition; Basic medium; 1,3-DIPOLAR CYCLOADDITION; DERIVATIVES; INDAZOLES; EFFICIENT; ROUTE;

D O I：

10.1016/j.tetlet.2014.03.001

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The synthesis of 1H-indazoles from o-aminobenzoximes is achieved via N-N bond formation using triphenylphosphine, 12, 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 excellent yield under this mild reaction condition and is amenable to scale-up. (C) 2014 Elsevier Ltd. All rights reserved.

引用

页码：2480 / 2483

页数：4

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