4.4 Article

The [Cu]-catalyzed SNAR reactions: direct amination of electron deficient aryl halides with sodium azide and the synthesis of arylthioethers under Cu(II)-ascorbate redox system

期刊

TETRAHEDRON
卷 66, 期 38, 页码 7642-7650

出版社

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2010.07.032

关键词

SNAr reaction; Cu(II)-ascorbate redox system; Azide reduction; Thioether; Anilines

资金

  1. Ministry of Science and Technology through the Department of Science and Technology [SR/S5/GC-20/2007]

向作者/读者索取更多资源

A one pot [Cu]-promoted SNAr reaction of electron-deficient halobenzenes with sodium azide and the reduction of the intermediate aryl azides under the same Cu(II) ascorbate redox conditions leading to anilines has been documented. Control experiments revealed that both ascorbate and proline play important role in the reaction path way. Further, the use of this catalytic Cu(II) ascorbate redox system has been explored for the synthesis of arylthioethers. (C) 2010 Elsevier Ltd. All rights reserved.

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