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高效、环境可持续的多米诺反应协议,使用生物有机催化剂在水相介质中合成具有优势杂环结构的多样化螺杂环化合物。

Efficient and environmentally sustainable domino protocol for the synthesis of diversified spiroheterocycles with privileged heterocyclic substructures using bio-organic catalyst in aqueous medium.

机构信息

Department of Chemistry, University of Rajasthan, Jaipur, India.

出版信息

Mol Divers. 2020 Nov;24(4):1355-1365. doi: 10.1007/s11030-019-09999-4. Epub 2019 Oct 9.

Abstract

An efficient and environmentally sustainable synthetic protocol has been presented to synthesize structurally diverse spiroxindoles spiroannulated with indenopyrroloimidazoles, pyranopyrroloimidazoles, chromenopyrroloimidazoles, and imidazopyrrolopyrimidines involving three-component reaction of isatins, hydantoin, and β-diketones in the presence of green and sustainable bio-organic catalyst, β-amino acid, 2-aminoethanesulfonic acid (taurine), in aqueous media. The synthetic efficiency, operational simplicity, and reusability of catalyst make the present synthetic protocol cost effective, time efficient, and eco-friendly to synthesize molecules with structural diversity and molecular complexity and expected to contribute significantly not only to drug discovery research but also to pharmaceutical and medicinal chemistry.

摘要

已经提出了一种高效且环境可持续的合成方案,用于合成具有结构多样性的螺环吲哚,其螺环与茚并吡咯并咪唑、吡喃并吡咯并咪唑、色烯并吡咯并咪唑和咪唑并吡咯嘧啶螺环。该方案涉及到使用生物有机催化剂β-氨基酸、2-氨基乙磺酸(牛磺酸),在水介质中进行三种成分反应,即色酮、海因和β-二酮,来合成具有结构多样性和分子复杂性的分子。该方案的合成效率、操作简单性和催化剂的可重复使用性使得该方案具有成本效益、时间效率和环境友好性,预计不仅对药物发现研究,而且对制药和药物化学都有重要贡献。

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