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Copper-Catalyzed Double Thiolation To Access Sulfur-Bridged Imidazopyridines with Isothiocyanate
The Journal of Organic Chemistry ( IF 3.3 ) Pub Date : 2019-03-20 00:00:00 , DOI: 10.1021/acs.joc.9b00186 Lu-Lu Tian 1 , Shuai Lu 1 , Zhe-Hua Zhang 1 , En-Ling Huang 1 , Hua-Ting Yan 1 , Xinju Zhu 1 , Xin-Qi Hao 1 , Mao-Ping Song 1
The Journal of Organic Chemistry ( IF 3.3 ) Pub Date : 2019-03-20 00:00:00 , DOI: 10.1021/acs.joc.9b00186 Lu-Lu Tian 1 , Shuai Lu 1 , Zhe-Hua Zhang 1 , En-Ling Huang 1 , Hua-Ting Yan 1 , Xinju Zhu 1 , Xin-Qi Hao 1 , Mao-Ping Song 1
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A copper(I)-catalyzed sulfur-bridged dimerization of imidazopyridines has been developed using isothiocyanate as the sulfur source. This method enables a switchable synthesis of bis(imidazo[1,2-a]pyridin-3-yl)sulfanes or bis(2-(imidazo[1,2-a]pyridin-2-yl)phenyl)sulfanes in the presence of 4-dimethylaminopyridine (DMAP) or K2CO3 when different imidazopyridines were employed. Under optimized conditions, a variety of sulfur-bridged imidazopyridines were obtained in good yields. Moreover, thiourea was proved to be the key intermediate under catalytic system A.
中文翻译:
铜催化双硫代甲烷与异硫氰酸酯接触硫桥联的咪唑并吡啶
已开发了使用异硫氰酸酯作为硫源的咪唑并吡啶在铜(I)催化下的硫桥联二聚反应。该方法能够在存在下可切换合成双(咪唑并[1,2 - a ]吡啶-3-基)硫烷或双(2-(咪唑并[1,2 - a ]吡啶-2-基]苯基)硫烷当使用不同的咪唑并吡啶时,可以测定4-二甲基氨基吡啶(DMAP)或K 2 CO 3的含量。在优化的条件下,以高收率获得了各种硫桥联的咪唑并吡啶。此外,已证明硫脲是催化体系A下的关键中间体。
更新日期:2019-03-20
中文翻译:
![](https://scdn.x-mol.com/jcss/images/paperTranslation.png)
铜催化双硫代甲烷与异硫氰酸酯接触硫桥联的咪唑并吡啶
已开发了使用异硫氰酸酯作为硫源的咪唑并吡啶在铜(I)催化下的硫桥联二聚反应。该方法能够在存在下可切换合成双(咪唑并[1,2 - a ]吡啶-3-基)硫烷或双(2-(咪唑并[1,2 - a ]吡啶-2-基]苯基)硫烷当使用不同的咪唑并吡啶时,可以测定4-二甲基氨基吡啶(DMAP)或K 2 CO 3的含量。在优化的条件下,以高收率获得了各种硫桥联的咪唑并吡啶。此外,已证明硫脲是催化体系A下的关键中间体。