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Base-Promoted Synthesis of O-Aryl/Alkyl N,N-Dimethylthiocarbamates Starting from Inexpensive and Environmentally Benign Disulfide
Synthesis ( IF 2.6 ) Pub Date : 2017-08-22 , DOI: 10.1055/s-0036-1588545
Zhi-Bing Dong 1, 2 , Ming Wang 1 , Hui Zhu 1 , Xing Liu 1 , Cai-Zhu Chang 1
Affiliation  

Abstract

A series of O-aryl (alkyl) N,N-dimethylthiocarbamates were synthesized in good yields (70–77%) by reacting substituted phenols or alkyl alcohol with inexpensive, stable, and environmentally benign tetramethylthiuram disulfide (TMTD) in the presence of NaH. By avoiding use of the toxic and corrosive N,N-dialkylthiocarbamoyl chloride, the method provides a green and facile preparation for some important precursors of potentially biologically reactive compounds.

A series of O-aryl (alkyl) N,N-dimethylthiocarbamates were synthesized in good yields (70–77%) by reacting substituted phenols or alkyl alcohol with inexpensive, stable, and environmentally benign tetramethylthiuram disulfide (TMTD) in the presence of NaH. By avoiding use of the toxic and corrosive N,N-dialkylthiocarbamoyl chloride, the method provides a green and facile preparation for some important precursors of potentially biologically reactive compounds.



中文翻译:

从廉价和环境友好的二硫化物开始碱促进的O-芳基/烷基N,N-二甲基硫代氨基甲酸酯的合成

摘要

在NaH存在下,通过使取代的苯酚或烷基醇与廉价,稳定且对环境无害的四甲基秋兰姆二硫化物(TMTD)反应,可以合成高收率(70-77%)的一系列O-芳基(烷基)NN-二甲基硫代氨基甲酸酯。通过避免使用有毒和腐蚀性的NN-二烷基硫代氨基甲酰氯,该方法为潜在的具有生物活性的化合物的一些重要前体提供了绿色且简便的制备方法。

在NaH存在下,通过使取代的苯酚或烷基醇与廉价,稳定且对环境无害的四甲基秋兰姆二硫化物(TMTD)反应,可以合成高收率(70-77%)的一系列O-芳基(烷基)NN-二甲基硫代氨基甲酸酯。通过避免使用有毒和腐蚀性的NN-二烷基硫代氨基甲酰氯,该方法为潜在的具有生物活性的化合物的一些重要前体提供了绿色且简便的制备方法。

更新日期:2017-08-22
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