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A novel route to unsymmetrical disubstituted ureas and thioureas by HMPA catalyzed reductive alkylation with trichlorosilane
Organic Chemistry Frontiers ( IF 4.6 ) Pub Date : 2019/12/16 , DOI: 10.1039/c9qo01321k
Xiaoyun Ran 1, 2, 3, 4 , Yan Long 1, 2, 3, 4 , Sheng Yang 1, 2, 3, 4 , Changjiang Peng 1, 2, 3, 4 , Yuanyuan Zhang 1, 2, 3, 4 , Shan Qian 2, 3, 4, 5 , Zhenju Jiang 1, 2, 3, 4 , Xiaomei Zhang 1, 2, 3, 4 , Lingling Yang 2, 3, 4, 5 , Zhouyu Wang 1, 2, 3, 4 , Xiaoqi Yu 1, 2, 3, 4
Affiliation  

An HMPA catalyzed reductive alkylation of ureas and thioureas with trichlorosilane under mild reaction conditions has been developed. Both aldehydes and ketones could be used as efficient alkylation reagents in this method to obtain the desired products in moderate to high yields. A variety of di- and trisubsituted ureas and thioureas were easily prepared by this new reductive alkylation method. This protocol exhibits excellent functional group tolerance, chemoselectivity and practicality.

中文翻译:

HMPA催化三氯硅烷还原不对称二取代脲和硫脲的新途径

已经开发了在温和的反应条件下,HMPA与三氯硅烷催化的脲和硫脲的还原性烷基化反应。在该方法中,醛和酮均可用作有效的烷基化试剂,以中等至高收率获得所需产物。通过这种新的还原性烷基化方法,可以轻松制备各种二取代和三取代的脲和硫脲。该方案显示出极好的官能团耐受性,化学选择性和实用性。
更新日期:2020-02-13
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