A novel method was used to synthesize benzimidazole-2-ones from the corresponding benzimidazolium salts. These salts were subsequently reacted with potassium tertiary butoxide (KOBu), followed by oxidation using tertiary butyl hydrogen peroxide (TBHP) at room temperature in tetrahydrofuran (THF) to obtain the desired products in 1 h with excellent yields. After optimizing the reaction conditions, the study focused on preparing benzimidazole-2-ones with diverse substituents at N1 and N3 positions, including benzyl, 2′,4′,6′-trimethyl benzyl groups, and long-chain aliphatic substituents (hexyl, octyl, decyl, and dodecyl). The compounds were characterized by H and C NMR spectra, of which compound is supported by single crystal XRD. Benzimidazole-2-one compounds exhibited promising anti-inflammatory and anti-cancer properties. The inhibition of mitochondrial Heat Shock Protein 60 (HSP60) of title compounds was also explored. Computational simulations were employed to assess anti-cancer properties of 19 benzimidazole-2-one derivatives (potential drugs). In-silico docking studies demonstrated promising binding interactions with HSP60, and these results were supported by molecular dynamics simulations. Notably, molecules 2b and 2d exhibited high affinity for HSP60 protein, highlighting their potential efficacy. The developed ligands were viable for the treatment of hepatocellular carcinoma (HCC). The findings provide valuable initial evidence supporting the efficacy of benzimidazole-2-ones as HSP60 inhibitors and lay the foundation for subsequent studies, including in-vitro assays.

中文翻译：

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用于合成取代苯并咪唑-2-酮的环保高效的 TBHP 介导的催化反应：制药应用的计算机模拟方法

采用一种新方法从相应的苯并咪唑鎓盐合成苯并咪唑-2-酮。随后这些盐与叔丁醇钾（KOBu）反应，然后在室温下在四氢呋喃（THF）中使用叔丁基过氧化氢（TBHP）氧化，在1小时内以优异的产率获得所需产物。在优化反应条件后，研究重点是制备N1和N3位具有多种取代基的苯并咪唑-2-酮，包括苄基、2',4',6'-三甲基苄基和长链脂肪族取代基（己基、辛基、癸基和十二烷基）。通过 1H 和 13C NMR 谱对化合物进行了表征，该化合物得到了单晶 XRD 的支持。苯并咪唑-2-酮化合物表现出有前景的抗炎和抗癌特性。还探讨了标题化合物对线粒体热休克蛋白 60 (HSP60) 的抑制作用。采用计算模拟来评估 19 种苯并咪唑-2-酮衍生物（潜在药物）的抗癌特性。计算机对接研究证明了与 HSP60 的良好结合相互作用，并且这些结果得到了分子动力学模拟的支持。值得注意的是，分子 2b 和 2d 对 HSP60 蛋白表现出高亲和力，凸显了它们的潜在功效。开发的配体可用于治疗肝细胞癌（HCC）。这些发现为支持苯并咪唑-2-酮作为 HSP60 抑制剂的功效提供了有价值的初步证据，并为后续研究（包括体外测定）奠定了基础。