Synthesis ( IF 2.2 ) Pub Date : 2019-07-08 , DOI: 10.1055/s-0037-1611883 Olga A. Tarasova , Nina A. Nedolya 1 , Alexander I. Albanov , Boris A. Trofimov 1
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Abstract
2-[(5-Amino-1H-pyrrol-2-yl)sulfanyl]acetic acid esters have been synthesized in up to 77% yield by the one-pot reaction of lithiated propargylamines with isothiocyanates followed by sequential treatment with t-BuOK–DMSO and alkyl 2-bromoacetates. The process occurs through the initial formation of the thiophene core, followed by its recyclization into the pyrrole nucleus at a higher temperature (ca. 45–60 °C).
2-[(5-Amino-1H-pyrrol-2-yl)sulfanyl]acetic acid esters have been synthesized in up to 77% yield by the one-pot reaction of lithiated propargylamines with isothiocyanates followed by sequential treatment with t-BuOK–DMSO and alkyl 2-bromoacetates. The process occurs through the initial formation of the thiophene core, followed by its recyclization into the pyrrole nucleus at a higher temperature (ca. 45–60 °C).
中文翻译:
![](https://scdn.x-mol.com/jcss/images/paperTranslation.png)
2-[(5-氨基-1H-吡咯-2-基)硫烷基]乙酸酯的合成:由炔丙基胺,异硫氰酸酯和2-溴乙酸烷基酯组成的一锅组件
抽象的
通过锂化炔丙基胺与异硫氰酸酯的一锅反应,然后用t- BuOK顺序处理,合成了2-[(5-氨基-1 H-吡咯-2-基)硫烷基]乙酸酯,产率高达77%。–DMSO和2-溴乙酸烷基酯。该过程通过噻吩核的初步形成,然后在更高的温度(约45–60°C)下将其再循环到吡咯核中而发生。
通过锂化炔丙基胺与异硫氰酸酯的一锅反应,然后用t- BuOK顺序处理,合成了2-[(5-氨基-1 H-吡咯-2-基)硫烷基]乙酸酯,产率高达77%。–DMSO和2-溴乙酸烷基酯。该过程通过噻吩核的初步形成,然后在更高的温度(约45–60°C)下将其再循环到吡咯核中而发生。