Preparation and use of combustion-derived Bi2O3 for the synthesis of heterocycles with anti-cancer properties by Suzuki-coupling reactions

Anusha Sebastian; Anandakumar B. S.; Mohan Chakrabhavi Dhananjaya; Nagabhushana G. P.; Priya B. S.; Rangappa Kanchugarakoppal S.; Basappa; Chandrappa G. T.

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Preparation and use of combustion-derived Bi2O3 for the synthesis of heterocycles with anti-cancer properties by Suzuki-coupling reactions

机译：燃烧衍生的Bi2O3的制备及其通过铃木偶联反应合成具有抗癌特性的杂环

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Bismuth oxide was synthesized via simple, rapid and energy efficient solution combustion synthesis (SCS) by employing sucrose as a fuel. This SCS-Bi2O3 was characterized by analytical techniques such as PXRD, SEM, EDX, UV-Visible and BET surface area measurement. Using the prepared SCS-Bi2O3, several classes of heterocyclic compounds were synthesized in good yields via Suzuki-coupling reaction in aqueous medium. Interestingly, the recovered SCS-Bi2O3 could be reused three times without a significant loss of catalytic activity. Further, the synthesized compounds were tested for cytotoxic activity against a human hepatoma cancer cell line (HepG2). Among these, compound 3n effectively inhibited the proliferation of these cells with an IC50 value of 8.4 mu M. Thus, this paper describes the preparation of highly effective Bi2O3, which can be used for synthesizing various classes of heterocycles, including those having anticancer property.

机译：以蔗糖为燃料，通过简单，快速，节能的固溶燃烧合成法（SCS）合成了氧化铋。该SCS-Bi2O3通过分析技术进行了表征，例如PXRD，SEM，EDX，UV-Visible和BET表面积测量。使用制备的SCS-Bi2O3，通过在水性介质中的Suzuki-偶联反应以高收率合成了几类杂环化合物。有趣的是，回收的SCS-Bi2O3可以重复使用三次，而不会明显降低催化活性。此外，测试了合成的化合物对人肝癌细胞系（HepG2）的细胞毒活性。其中，化合物3n有效抑制这些细胞的增殖，IC50值为8.4μM。因此，本文描述了高效Bi2O3的制备，该Bi2O3可用于合成各种类型的杂环，包括具有抗癌特性的杂环。

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《RSC Advances》 |2014年第94期|共8页
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Anusha Sebastian; Anandakumar B. S.; Mohan Chakrabhavi Dhananjaya; Nagabhushana G. P.; Priya B. S.; Rangappa Kanchugarakoppal S.; Basappa; Chandrappa G. T.;
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1. Preparation and use of combustion-derived Bi2O3 for the synthesis of heterocycles with anti-cancer properties by Suzuki-coupling reactions [J] . Anusha Sebastian, Anandakumar B. S., Mohan Chakrabhavi Dhananjaya, RSC Advances . 2014,第94期

机译：燃烧衍生的Bi2O3的制备及其通过铃木偶联反应合成具有抗癌特性的杂环
2. Preparation, properties and reactions of metal-containing heterocycles Part C: tetraazatetraphosphadimolybdacyclophanes: synthesis, isolation, characterization, and X-ray crystal structures [J] . Lindner E., Nachtigal C., Fawzi R., Journal of Organometallic Chemistry . 2000,第2期

机译：含金属杂环的制备，性质和反应C部分：四氮杂四环磷酰胺基双环环烷类化合物：合成，分离，表征和X射线晶体结构
3. Copper(I) reactions in N-heterocycle synthesis: efficient preparation of substituted pyrrolidinones [J] . Davies DT., Parsons AF., Kapur N. Tetrahedron letters: The International Journal for the Rapid Publication of Preliminary Communications in Organic Chemistry . 1999,第49期

机译：N-杂环合成中的铜（I）反应：取代吡咯烷酮的高效制备
4. Synthesis of Phosphorous-Heterocycles Based on Transition Metal-Catalyzed Cycloaddition Reactions of Phosphaalkynes [C] . Kazunari Nakajima, Wenbin Liang, Ken Sakata 日本化学会春季年会講演予稿集 . 2018

机译：基于过渡金属催化环加成反应的磷酸磷杂环的合成
5. I. Multicatalysis: Development of a Bismuth(III) triflate-catalyzed Nucleophilic addition/ Hydrofunctionalization Reaction in the Synthesis of Complex Heterocycles II. C--H Arylation of Arenes and Heteroarenes with Palladium-Carboxylate Catalysts: Identification of the Catalyst Resting State and the Crucial Role of Pivalate Ligand in Stabilization of the Catalyst III. C--H Arylation of Heteroarenes with Palladium-Carboxylate Catalysts: Importance of Phosphine Ligand for Basic Heteroarene Substrates IV. C--H Arylation of Heteroarenes with Palladium-Carboxylate Catalysts: Effect of the Properties of Basic Heteroarene Substrates on Direct Arylations. [D] . Tundel, Rachel E. 2011

机译：I.多催化作用：在复杂的杂环化合物的合成中三氟甲磺酸铋（III）催化的亲核加成/加氢官能化反应的发展。羰基钯催化剂对芳烃和杂芳烃的CH-H芳基化反应：催化剂静止状态的鉴定以及新戊酸酯配体在稳定催化剂中的关键作用III。羰基钯催化剂催化杂芳烃的CH芳基化：膦配体对基础杂芳烃基质的重要性IV。杂芳烃与钯-羧酸酯的CH芳基化：碱性杂芳烃底物性能对直接芳基化的影响。
6. Design synthesis and photophysical properties of novel star-shaped truxene-based heterocycles utilizing ring-closing metathesis Clauson–Kaas Van Leusen and Ullmann-type reactions as key tools [O] . Shakeel Alvi, Rashid Ali 2021

机译：利用闭合复分解Clauson-KaasVan Leusen和Ullmann型反应作为关键工具的设计合成和光学性特性
7. Discovery of a Novel Ring Fragmentation Reaction; Efficient Preparation of Tethered Aldehyde Ynoates and N-Containing Heterocycles;Radical Addition Approach to Asymmetric Amine Synthesis [O] . Draghici Cristian 2009

机译：发现新型环断裂反应；有效制备拴系醛酸酯和含氮杂环的方法；自由基加成法合成不对称胺

Preparation and use of combustion-derived Bi2O3 for the synthesis of heterocycles with anti-cancer properties by Suzuki-coupling reactions

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