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Harnessing the catalytic behaviour of 1,1,1,3,3,3-hexafluoro-2-propanol (HFIP): An expeditious synthesis of thioesters
Tetrahedron Letters ( IF 1.5 ) Pub Date : 2017-04-20 06:39:18
Pallavi Singh, Rama Krishna Peddinti

A novel, efficient, metal-, base- and acid-free straightforward protocol has been developed for the construction of useful thioesters. The immense catalytic potential of HFIP for promoting the thiocarbonylation of acyl halides and thiols is disclosed. HFIP was recovered with ease and reused for further reactions without any loss of reactivity. Both aryl and alkyl thiols bearing electron-donating and electron-withdrawing groups as well as aryl- and alkyl acyl halides worked well in this reaction. Inexpensive precursors, short reaction time, obviating workup, high atom economy, and gram-scale preparation are the significant features of the developed eco-friendly route for S-carbonylation of thiols.

中文翻译:

利用1,1,1,3,3,3-六氟-2-丙醇(HFIP)的催化行为:硫酯的快速合成

已经开发出新颖,有效,无金属,无碱和无酸的简单方案,用于构建有用的硫酯。公开了HFIP用于促进酰基卤和硫醇的硫代羰基化的巨大催化潜力。可以轻松回收HFIP,并将其重新用于进一步的反应,而不会损失任何反应性。带有给电子基团和吸电子基团的芳基和烷基硫醇以及芳基和烷基酰基卤在该反应中均表现良好。廉价的前体,短的反应时间,避免后处理,高原子经济性和克级制备是发达的硫醇S-羰基化生态友好路线的重要特征。
更新日期:2017-04-20
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