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The use of 2-hydroxymethyl benzoic acid as an effective water surrogate in the Passerini reaction: A straightforward access to α-hydroxyamides
Tetrahedron Letters ( IF 1.8 ) Pub Date : 2017-11-11 , DOI: 10.1016/j.tetlet.2017.11.021
Marta Serafini , Alessia Griglio , Elena Oberto , Tracey Pirali , Gian Cesare Tron

Dozens of strategies have been described for the synthesis of α-hydroxyamides over the years, but they share common drawbacks in terms of generality and tolerability, especially to acid labile functionalities. Here we report a truncated Passerini reaction suitable for the easy and mild preparation of functionalized α-hydroxyamides. In particular, this procedure is tolerant to acid sensitive protecting groups, which remain intact during the multicomponent reaction.



中文翻译:

在Passerini反应中使用2-羟甲基苯甲酸作为有效的水替代物:直接获得α-羟酰胺

多年来,已经描述了用于合成α-羟基酰胺的数十种策略,但是它们在通用性和耐受性(尤其是对酸不稳定的功能性)方面具有共同的缺点。在这里,我们报告截短的Passerini反应,适用于轻松温和地制备官能化的α-羟基酰胺。特别地,该方法耐受酸敏感性保护基,其在多组分反应期间保持完整。

更新日期:2017-11-11
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