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Three-Component Synthesis of 2-Alkylthiobenzoazoles in Aqueous Media
Synthesis ( IF 2.2 ) Pub Date : 2020-03-16 , DOI: 10.1055/s-0039-1690854 Zhi-Bing Dong 1, 2, 3, 4 , Jin-Quan Chen 1 , Jia Guo 2, 3
Synthesis ( IF 2.2 ) Pub Date : 2020-03-16 , DOI: 10.1055/s-0039-1690854 Zhi-Bing Dong 1, 2, 3, 4 , Jin-Quan Chen 1 , Jia Guo 2, 3
Affiliation
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A highly efficient three-component protocol for the synthesis of the 2-alkylthiobenzoazoles is described. Tetramethylthiuram disulfide (TMTD) cyclized with o-aminothiophenols, generating the intermediate 2-mercaptobenzothiazoles, and the successive C–S coupling with halogenated alkanes afforded a series of 2-alkyl-substituted thiobenzothiazoles smoothly in a one-pot process. This procedure could also be utilized for the preparation of 2-alkyl-substituted thiobenzoxazoles and 2-alkyl-substituted thiobenzimidazoles. Inexpensive and easily available starting materials, metal catalyst-free, broad substrate scope, and water as solvent are the features of this protocol.
中文翻译：
水性介质中2-烷基硫代苯并三唑的三组分合成
描述了一种用于合成2-烷基硫代苯并唑的高效三组分方案。四甲基秋兰姆二硫化物（TMTD）与邻氨基硫酚进行环化，生成中间体2-巯基苯并噻唑，并与卤代烷烃连续进行C-S偶联，从而在一个一锅过程中平稳地获得了一系列2-烷基取代的硫代苯并噻唑。该方法也可用于制备2-烷基取代的硫代苯并恶唑和2-烷基取代的硫代苯并咪唑。廉价且容易获得的原料，无金属催化剂，广泛的底物范围以及以水为溶剂是该协议的特点。
更新日期：2020-03-16
中文翻译：
水性介质中2-烷基硫代苯并三唑的三组分合成
描述了一种用于合成2-烷基硫代苯并唑的高效三组分方案。四甲基秋兰姆二硫化物（TMTD）与邻氨基硫酚进行环化，生成中间体2-巯基苯并噻唑，并与卤代烷烃连续进行C-S偶联，从而在一个一锅过程中平稳地获得了一系列2-烷基取代的硫代苯并噻唑。该方法也可用于制备2-烷基取代的硫代苯并恶唑和2-烷基取代的硫代苯并咪唑。廉价且容易获得的原料，无金属催化剂，广泛的底物范围以及以水为溶剂是该协议的特点。
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