使用醋酸铵/碘在铜催化下将芳基/杂芳基醛轻松转化为氰基和酰胺衍生物的时间依赖性过程

IF 2.8 3区 化学 Q2 CHEMISTRY, MULTIDISCIPLINARY
Sumit Kumar, Neeru Bhanwala, Jatin Malik, Km. Jagrati, Gopal L. Khatik
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引用次数: 0

摘要

氰基和酰胺是药物化学和有机化学转化中的重要官能团。我们设计了一种新型、安全、简便的方法,通过铜介导的氰化和酰胺化反应,在 DMF 中以时间依赖性的方式用醛与乙酸铵/碘合成氰基和进一步的酰胺。这种方法可有效地将芳基/烷基/杂环醛转化为相应的氰基,氰基可在 3 小时后分离出来,或在持续 24 小时后原位转化为酰胺衍生物。在这里,醋酸铜起协调作用,醋酸铵是氮源,而 DMF 则是碳源。我们进行了简便安全的氰化反应,探索合成了各种氰化物,收率为 69-86%,而各自的酰胺衍生物收率为 58-75%。因此,该工艺在利用各自的醛合成氰基和酰胺类生物活性支架方面具有双重优势。
本文章由计算机程序翻译,如有差异,请以英文原文为准。

Copper-catalyzed time-dependent easy transformation of aryl/heteroaryl aldehyde into cyano and amide derivatives using ammonium acetate/iodine

Copper-catalyzed time-dependent easy transformation of aryl/heteroaryl aldehyde into cyano and amide derivatives using ammonium acetate/iodine

Copper-catalyzed time-dependent easy transformation of aryl/heteroaryl aldehyde into cyano and amide derivatives using ammonium acetate/iodine

Cyano and amide are important functionalities in medicinal chemistry, and organic chemistry transformations. We have devised a new, safe, and easy method for the synthesis of cyano and further amide using aldehyde via copper-mediated cyanation and amidation with ammonium acetate/iodine in DMF in a time-dependent manner. This approach efficiently converts aryl/alkyl/hetero aldehydes into their corresponding cyano which can be isolated after 3 h and/or if continued for 24 h then in-situ transformed into amide derivatives. Herein cupric acetate plays the role of coordinator, ammonium acetate is the nitrogen source, while DMF serves as a carbon source. We did easy and safe cyanation to explore the synthesis of varieties of cyano in 69–86% yields and respective amide derivatives in 58–75% yields. Thus, this process can serve the dual advantage in the synthesis of cyano and amides bioactive scaffold using respective aldehyde.

Graphical abstract

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来源期刊
CiteScore
5.70
自引率
18.20%
发文量
229
审稿时长
2.6 months
期刊介绍: Research on Chemical Intermediates publishes current research articles and concise dynamic reviews on the properties, structures and reactivities of intermediate species in all the various domains of chemistry. The journal also contains articles in related disciplines such as spectroscopy, molecular biology and biochemistry, atmospheric and environmental sciences, catalysis, photochemistry and photophysics. In addition, special issues dedicated to specific topics in the field are regularly published.
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