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Acetic Anhydride–Acetic Acid as a New Dehydrating Agent of Aldoximes for the Preparation of Nitriles: Preparation of 2-Cyanoglycals
Synlett ( IF 2 ) Pub Date : 2020-03-27 , DOI: 10.1055/s-0040-1708007
Henok H. Kinfe 1 , Tommy F. Mabasa 1 , Jackie Mabasa 1 , Mthokozisi Simelane 2 , Banele Vatsha 1 , Banothile C.E. Makhubela 1
Affiliation  

Glycals, 1,2-unsatrated carbohydrates, are versatile building blocks for the synthesis of various scaffolds. Despite their potential to serve as suitable precursors in diversity-oriented synthesis, 2-cyanoglycals are less explored in terms of their synthesis and derivatization. Herein, we report a combination of Ac2O and AcOH as new and efficient dehydrating agent of aldoximes for the synthesis of 2-cyanoglycals. In comparison to the conventional dehydrating system of Ac2O-base (such as NaOH, NaOAc and K2CO3), the current protocol provides superior yields and faster reaction rates. The scope and limitations of the dehydrating system are investigated.

中文翻译:

乙酸酐-乙酸作为用于制备腈类的新型醛肟脱水剂:2-氰基的制备

Glycals 是一种 1,2-不饱和碳水化合物,是合成各种支架的通用构件。尽管它们有可能在面向多样性的合成中用作合适的前体,但在合成和衍生化方面对 2-氰基糖的探索较少。在此,我们报告了 Ac2O 和 AcOH 的组合作为用于合成 2-氰基的新型高效醛肟脱水剂。与传统的 Ac2O 碱脱水系统(如 NaOH、NaOAc 和 K2CO3)相比,当前的协议提供了更高的产量和更快的反应速率。研究了脱水系统的范围和局限性。
更新日期:2020-03-27
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