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On the syntheses and some reactions of bis- and tris(methylthio)thiophenes
Journal of Heterocyclic Chemistry ( IF 2.0 ) Pub Date : July 1993 , DOI: 10.1002/jhet.5570300448
Salo Gronowitz , Marcel Temciuc , Anna‐Britta Hörnfeldt

Reaction between various thienyllithium derivatives and dimethyl disulfide has been used for the preparation of 2,5-, 2,3-, and 3,4-bis(methylthio)thiophenes, as well as 2,3,4- and 2,3,5-tris(methylthio)thiophenes. Bromination of (methylthio)thiophenes with N-bromosuccinimide was found to be most convenient for the preparation of brominated (methylthio)thiophenes such as 3-bromo-2,5-bis(methylthio)- and 5-bromo-2,3-bis(methylthio)thiophene, 3,4-dibromo-2,5-bis(methylthio)-, 2,5-dibromo-3,4-bis(methylthio)- and 2,3-dibromo-4,5-bis(methylthio)thiophene as well as 3-bromo-2,4,5-tris(methylthio)thiophene. The reaction of methylthio substituted thienyllithium derivatives with methyl chloroformate was used for the syntheses of methyl methylthio substituted thiophenecarboxylates and using 1/3 of an equivalent for the direct preparation of methylthio substituted 3-thienylcarbinols as tris[2,4,5-tris(methylthio)-3-thienyl]carbinol.

中文翻译:

关于双和三(甲硫基)噻吩的合成和某些反应

各种噻吩基锂衍生物与二甲基二硫化物之间的反应已用于制备2,5-,2,3-和3,4-双(甲硫基)噻吩以及2,3,4-和2,3, 5-三(甲硫基)噻吩。用N溴化(甲硫基)噻吩发现-溴代琥珀酰亚胺最方便用于制备溴化(甲硫基)噻吩,例如3-溴-2,5-双(甲硫基)-和5-溴-2,3-双(甲硫基)噻吩3,4 -二溴-2,5-双(甲硫基)-,2,5-二溴-3,4-双(甲硫基)-和2,3-二溴-4,5-双(甲硫基)噻吩以及3-溴-2,4,5-三(甲硫基)噻吩 甲硫基取代的噻吩锂衍生物与氯甲酸甲酯的反应用于甲基甲硫基取代的噻吩羧酸酯的合成,并使用当量的1/3直接制备甲硫基取代的3-噻吩基甲醇的三[2,4,5-三(甲硫基) )-3-噻吩基]甲醇。
更新日期:2017-01-31
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