微反应器中对称二胺的绿色高效单酰化策略

IF 3.4 3区 化学 Q2 CHEMISTRY, MULTIDISCIPLINARY
Qilin Xu, Hui Liu, Zhenxin Li, Yongjun Zang, Guosi Li, Fucheng Zhu, Shitang Ma, Yunfeng Ma and Maoliang Liao
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引用次数: 0

摘要

单乙酰化二胺是多种活性药物成分的常见组成成分。然而,合成这些化合物通常需要选择性保护/脱保护步骤、复杂的催化剂或苛刻的反应条件,从而导致浪费和原子经济性差。在此,我们介绍一种以酰基咪唑为酰基供体,在微反应器中进行对称二胺单酰化的绿色高效程序。利用微反应器的优势,我们在温和的条件和较短的停留时间下合成了选择性极佳的单乙酰化二胺。通过合成 20 种药物相关的酰胺,证实了这种连续流单酰化工艺具有广泛的底物范围和选择性。此外,该单酰化工艺还应用于制备抗抑郁药物贝呋拉林,证明了该方法在药物合成方面的价值。
本文章由计算机程序翻译,如有差异,请以英文原文为准。

A green and efficient monoacylation strategy for symmetrical diamines in microreactors†

A green and efficient monoacylation strategy for symmetrical diamines in microreactors†

A green and efficient monoacylation strategy for symmetrical diamines in microreactors†

Monoacylated diamines are common building blocks for numerous active pharmaceutical ingredients. However, the synthesis of these compounds often requires selective protection/deprotection steps, complex catalysts or harsh reaction conditions, leading to waste and poor atom economy. Here, we present a green and efficient procedure for the monoacylation of symmetrical diamines in a microreactor using acyl imidazole as an acyl donor. Taking the advantages of the microreactor, monoacylated diamines were synthesized with superior selectivity under mild conditions and short residence times. The wide substrate scope and selectivity of this continuous flow monoacylation process were confirmed through the synthesis of 20 pharmaceutically relevant amides. Moreover, the application of the monoacylation process in the preparation of antidepressant drug befuraline was achieved, demonstrating the value of this approach for pharmaceutical synthesis.

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来源期刊
Reaction Chemistry & Engineering
Reaction Chemistry & Engineering Chemistry-Chemistry (miscellaneous)
CiteScore
6.60
自引率
7.70%
发文量
227
期刊介绍: Reaction Chemistry & Engineering is a new journal reporting cutting edge research into all aspects of making molecules for the benefit of fundamental research, applied processes and wider society. From fundamental, molecular-level chemistry to large scale chemical production, Reaction Chemistry & Engineering brings together communities of chemists and chemical engineers working to ensure the crucial role of reaction chemistry in today’s world.
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