断碱依赖：EDC·hcl促进的亨利反应在无溶剂温和酸性条件下。

IF 3.6 2区化学 Q1 CHEMISTRY, ORGANIC

Journal of Organic Chemistry Pub Date : 2025-10-15 DOI:10.1021/acs.joc.5c01350

Prashant Shukla,Anurag Kumar Mishra,Mohammad Zahid Hussain,Ramalingam Peraman,Anupam Jana

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引用次数: 0

摘要

以1-（3-（二甲氨基）丙基）-3-乙基碳二亚胺盐酸盐（EDC·HCl）为有机酸，提出了一种可持续、高效、可扩展的各种醛和硝基烷烃之间的Henry反应方案。该反应在无溶剂、室温、酸性pH条件下进行，生成β-硝基醇的收率高达99%。该方法展示了广泛的衬底范围，可容纳富电子和缺电子醛。值得注意的是，该方案在无碱条件下运行，抑制副产物的消除，并且很容易扩展到克级而不会损失效率。这些特点使该工艺对绿色实用的制药工业做出了宝贵的贡献。

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Breaking Base Dependency: EDC·HCl-Promoted Henry Reaction under Solvent-Free Mild Acidic Conditions.

A sustainable, efficient, and scalable protocol for the Henry reaction between various aldehydes and nitroalkanes is presented, utilizing 1-(3-(dimethylamino)propyl)-3-ethylcarbodiimide hydrochloride (EDC·HCl) as an organoacid. The reaction proceeds under solvent-free, room temperature conditions at acidic pH, delivering β-nitro alcohols in excellent yields of up to 99%. The methodology demonstrates a broad substrate scope, accommodating both electron-rich and electron-deficient aldehydes. Notably, the protocol operates under base-free conditions, suppresses elimination of byproducts, and is readily scalable to the gram level without loss in efficiency. These features make the process a valuable contribution to the green and practical pharmaceutical industry.

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来源期刊

Journal of Organic Chemistry 化学-有机化学

CiteScore

6.20

自引率

11.10%

发文量

1467

审稿时长

2 months

期刊介绍： Journal of Organic Chemistry welcomes original contributions of fundamental research in all branches of the theory and practice of organic chemistry. In selecting manuscripts for publication, the editors place emphasis on the quality and novelty of the work, as well as the breadth of interest to the organic chemistry community.