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

Goriya, Yogesh ; Ramana, C. V. (2010) 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 Tetrahedron, 66 (38). pp. 7642-7650. ISSN 0040-4020

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Official URL: http://www.sciencedirect.com/science/article/pii/S...

Related URL: http://dx.doi.org/10.1016/j.tet.2010.07.032

Abstract

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.

Item Type:Article
Source:Copyright of this article belongs to Elsevier Science.
Keywords:SNAr Reaction; Cu(II)–Ascorbate Redox System; Azide Reduction; Thioether; Anilines
ID Code:106046
Deposited On:01 Feb 2018 16:54
Last Modified:01 Feb 2018 16:54

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