Efficient and Eco‐Friendly One‐Pot Synthesis of Functionalized Furan‐2‐one, Pyrrol‐2‐one, and Tetrahydropyridine Using Lemon Juice as a Biodegradable Catalyst,ChemistrySelect

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Efficient and Eco‐Friendly One‐Pot Synthesis of Functionalized Furan‐2‐one, Pyrrol‐2‐one, and Tetrahydropyridine Using Lemon Juice as a Biodegradable Catalyst
ChemistrySelect ( IF 1.9 ) Pub Date : 2018-02-02 , DOI: 10.1002/slct.201702933
M. Musawwer Khan ₁ , Sarfaraz Khan ₁ , Saigal ₁ , Subash C. Sahoo ₂

Affiliation

New and facile one‐pot approach for the syntheses of polysubstituted pyrrol‐2‐one, furan‐2‐one and tetrahydropyridines (THPDs) from easily available starting materials using lemon juice as a green catalyst is presented. The synthesis of diverse furan‐2‐one and pyrrol‐2‐one derivatives were achieved from dialkyl acetylenedicarboxylates, different amines and aldehydes in high yields and short reaction times by employing 0.25 mL of lemon juice at 110 ^oC under solvent‐free condition. THPDs, on the other hand, were synthesized via the reaction among β‐ketoesters, various aromatic aldehydes, and amines in the presence of 0.25 mL of lemon juice in ethanol at room temperature. The molecular structure of compound pyrrol‐2‐one 7e and THPD 10g were confirmed by the single crystal X‐ray analysis. Application of cheap and green catalyst, environmentally benign reaction condition, good to high yields, applicable to a broad range of substrates and no column chromatographic separation are some salient features of this protocol.

中文翻译：

以柠檬汁为可生物降解催化剂的功能化呋喃-2-酮，吡咯-2-酮和四氢吡啶的高效环保单罐合成

提出了一种新的，简便的单罐方法，该方法可使用柠檬汁作为绿色催化剂，从易于获得的原料中合成多取代的吡咯并2_1，呋喃2‐1和四氢吡啶（THPDs）。在无溶剂条件下，在110 ^o C下使用0.25 mL柠檬汁，从乙炔二羧酸二烷基酯，不同的胺和醛以高收率和较短的反应时间合成了各种呋喃-2-酮和吡咯-2-酮衍生物。另一方面，THPD是在室温下在乙醇中存在0.25 mL柠檬汁的情况下，通过β-酮酸酯，各种芳族醛和胺之间的反应合成的。吡咯-2-酮7e和THPD 10g的分子结构X射线单晶分析证实了这一点。廉价和绿色催化剂的应用，对环境无害的反应条件，良好至高产率，适用于广泛的底物并且无需柱色谱分离是该方案的一些显着特征。

更新日期：2018-02-02

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