Water Extract of Red Mud, a Renewable Aqueous Medium for the Synthesis of Functionalized Xanthene Derivatives via a One-Pot Three-Component Reaction: Mechanistic Studies and Reaction Scope

Yogesh Bhaskar Singh Tanwer, Simon Watre Sangma, Snigdha Rani Patra, Kuldip Swain, Sabyasachi Bhunia*, Sanchari Pal and Debjit Das*, 
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Abstract

In this study, an efficient and convenient three-component cyclization protocol is presented for the synthesis of xanthene derivatives using a water extract of red mud (WERM). Red mud is produced in large quantities as waste in aluminum industries, and this is the first report to use WERM as an efficient and renewable medium in the synthesis of xanthenes. We focused our attention on domino condensation/Michael addition/intramolecular cyclization both experimentally and in density functional theory (DFT) studies, where the formation of chromenopyrimidines was suppressed simultaneously. Furthermore, our innovation operates in a straightforward and cost-effective manner, accommodates numerous functional groups, encompasses a broad range of substrates, produces exceptional yields, eliminates the need for column chromatography, enables scalable syntheses, and allows reusability of reaction media, all of which contribute to the principles of green and sustainable chemistry.

Abstract Image

可再生水介质赤泥水提物一锅三组分反应合成功能化杂蒽衍生物的机理研究及反应范围
本研究提出了一种高效方便的三组分环化方法,用于赤泥水提物(WERM)合成杂蒽衍生物。在铝工业中,红泥作为废物大量产生,这是第一次将WERM作为一种高效的可再生介质用于合成杂蒽。我们将注意力集中在多米诺缩合/迈克尔加成/分子内环化的实验研究和密度泛函数理论(DFT)研究上,在这些研究中,同时抑制了环膜嘧啶的形成。此外,我们的创新以一种直接且具有成本效益的方式运作,可容纳众多官能团,涵盖广泛的底物,产生卓越的产量,消除了对柱色谱的需求,实现了可扩展的合成,并允许反应介质的可重复使用,所有这些都有助于绿色和可持续化学的原则。
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