Efficient and Convenient Synthesis of Indazol-3(2H)-ones and 2-Aminobenzonitriles

Efficient and Convenient Synthesis of Indazol-3(2H)-ones and 2-Aminobenzonitriles
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DOI:
10.1021/cc9001058
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发表时间:
2009-11-01
影响因子:
--
通讯作者:
Shi, Daqing
Shi, Daqing
中科院分区:
其他
文献类型:
--
作者:
Dou, Guolan;Shi, Daqing

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介绍了一种温和、高效、一锅法通过低价钛试剂环化硝基芳基底物合成吲哚唑-3(2H)- 1的方法。该方法采用三乙胺(TEA)控制ph值,特别是2-氨基苯并腈的合成一步完成。该反应的机理表明,阴离子的参与通过N-N键形成导致分子内环化。
A mild, efficient, one-pot protocol for the synthesis of indazole-3(2H)-ones via cyclization of nitro-aryl substrates through low-valent titanium reagent has been described. The method used Triethylamine (TEA) to control pH. Particularly, 2-aminobenzonitriles were synthesized by one step easily. The mechanistic course of the reaction suggests the involvement of an anion leading to an intramolecular cyclization via N-N bond formation.