偶氮二异丁腈引发的铜催化二硫化物氰化反应生成硫氰酸盐。

Copper-catalyzed cyanation of disulfides by azobisisobutyronitrile leading to thiocyanates.

作者信息

Teng Fan, Yu Jin-Tao, Yang Haitao, Jiang Yan, Cheng Jiang

机构信息

School of Petrochemical Engineering, Jiangsu Key Laboratory of Advanced Catalytic Materials & Technology, Jiangsu Province Key Laboratory of Fine Petrochemical Engineering, Changzhou University, 1 Gehu Road, Changzhou, 213164, P. R. China.

出版信息

Chem Commun (Camb). 2014 Oct 18;50(81):12139-41. doi: 10.1039/c4cc04578e.

DOI:10.1039/c4cc04578e

PMID:25177751

Abstract

The copper-catalyzed cyanation of disulfides by azobisisobutyronitrile (AIBN) was developed, leading to thiocyanates in moderate to good yields. This procedure tolerates a series of functional groups, such as chloro, nitro, methyl and methoxycarbonyl in the phenyl ring of disulfides. Notably, it enables the use of two ArS units in (ArS)2. CuI was found to be essential for the in situ formation of cyanide anions.

摘要

开发了通过偶氮二异丁腈（AIBN）实现的铜催化二硫化物的氰化反应，以中等至良好的产率生成硫氰酸盐。该方法可耐受一系列官能团，例如二硫化物苯环中的氯、硝基、甲基和甲氧基羰基。值得注意的是，它使得能够在（ArS）₂中使用两个ArS单元。发现CuI对于原位形成氰根阴离子至关重要。