Sustainable Approach to Azaheterocyclic Acetamides by Decarboxylative Aminoformylation,ACS Sustainable Chemistry & Engineering

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Sustainable Approach to Azaheterocyclic Acetamides by Decarboxylative Aminoformylation
ACS Sustainable Chemistry & Engineering ( IF 7.1 ) Pub Date : 2020-09-22 , DOI: 10.1021/acssuschemeng.0c05118
Zhenxing Zhang ₁ , Chunqi Jia ₁ , Xiangtao Kong ₁ , Muzammal Hussain ₂ , Zhenyu Liu ₂ , Wanqing Liang ₂ , Ling Jiang ₃ , Hao Jiang ₂ , Junyan Ma _{1,

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Affiliation

A green and efficient synthesis of azaheterocyclic acetamides has been developed that significantly reduces the consumption of nitrogen-containing reagents from more than 20 equiv in previously reported methods to 1.5 equiv. This reduction decreased both the pollution potential and cost, especially if the nitrogen-containing reagent is expensive and difficult to recycle. Therefore, this strategy is environmentally friendly and sustainable. Moreover, this process uses economical inorganic peroxysulfate as an oxidant to initiate the difunctionalization of alkenes via aminoformyl radicals and aryl C(sp²)–H bonds, providing efficient and sustainable access to a broad substrate scope and promising functional group tolerance. Notably, a series of unreported dioxoisoquinolines and oxindole derivatives were synthesized by applying this green method, which highlights its potential utility in medicine-related clinical research.

中文翻译：

脱羧氨基甲酰基化的氮杂环杂环乙酰胺的可持续方法

已经开发了绿色和有效的氮杂杂环乙酰胺合成方法，该方法可将含氮试剂的消耗量从以前报道的方法中的20多个当量显着降低到1.5当量。这种减少减少了污染的可能性和成本，特别是在含氮试剂价格昂贵且难以回收的情况下。因此，该策略是环境友好和可持续的。此外，该方法使用经济的无机过氧硫酸盐作为氧化剂，通过氨基甲酰基和芳基C（sp ^2）引发烯烃的双官能化。）– H键，可为广泛的底物范围提供有效且可持续的访问，并有望实现官能团耐受性。值得注意的是，采用这种绿色方法合成了一系列未报道的二氧异喹啉和羟吲哚衍生物，这突出了其在医学相关临床研究中的潜在用途。

更新日期：2020-11-09

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