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首页> 外文期刊>ACS Sustainable Chemistry & Engineering >One-Pot Synthesis of Antitumor Agent PMX 610 by a Copper(II)- Incorporated Mesoporous Catalyst
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One-Pot Synthesis of Antitumor Agent PMX 610 by a Copper(II)- Incorporated Mesoporous Catalyst

机译：掺铜（II）介孔催化剂一锅法合成抗肿瘤剂PMX 610

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摘要

PMX 610 ((2-(3,4-dimethoxyphenyl)-5-fluorobenzothiazole) is a benzothiazole derivative, which shows potent antitumor properties. In this study, copper(II)-chelated pyrazole functionalized SBA-15 mesoporous silica (Cu-Py-SBA-15) as a heterogeneous green catalyst was developed for the synthesis of substituted benzothiazole derivatives including PMX 610. The preparation of pyrazole functionalized SBA-15 (Py-SBA-15) was achieved by postsynthetic modification of mesoporous silica SBA-15 with 3-aminopropyltriethoxy-silane followed by the Schiff-base condensation with 1-phenyl-3-(2′-hydroxyphenyl)-4- formyl pyrazole. The reaction of Py-SBA-15 with CuCl2·2H2O in absolute ethanol afforded the Cu-Py-SBA-15 catalyst. The as-synthesized catalyst was fully characterized by several techniques including powder X-ray diffraction, high-resolution transmission electron microscopy, electron paramagnetic resonance spectroscopy, X-ray photoelectron spectroscopy, 13C cross-polarization magic angle spinning NMR, Fourier transform infrared spectroscopy, field emission scanning electron microscopy, and N2 adsorption/desorption measurements. A one-pot-threecomponent approach in aqueous medium using the Cu-Py-SBA-15 catalyst was exploited for direct synthesis of PMX 610. The novel heterogeneous green catalyst offers high catalytic recyclability without considerable loss of catalytic activity. The present synthetic strategy is valuable in the preparation of PMX 610 on account of the use of readily available and inexpensive starting materials, excellent recyclability of the catalyst, and sustainable catalytic protocol.
机译：PMX 610（（2-（3,4-二甲氧基苯基）-5-氟苯并噻唑）是苯并噻唑衍生物，显示出有效的抗肿瘤特性。在本研究中，铜（II）螯合的吡唑官能化SBA-15介孔二氧化硅（Cu-Py -SBA-15）是一种非均相绿色催化剂，用于合成包括PMX 610在内的取代苯并噻唑衍生物。吡唑官能化的SBA-15（Py-SBA-15）的制备是通过对中孔二氧化硅SBA-15进行后合成改性而实现的。 3-氨基丙基三乙氧基硅烷，然后与1-苯基-3-（2'-羟基苯基）-4-甲酰基吡唑进行席夫碱缩合，Py-SBA-15与CuCl2·2H2O在无水乙醇中的反应得到Cu- Py-SBA-15催化剂。合成后的催化剂通过粉末X射线衍射，高分辨率透射电子显微镜，电子顺磁共振谱，X射线光电子能谱，13C交叉极化幻角旋转等多种技术进行了充分表征。NMR，傅立叶变换红外光谱，场发射扫描电子显微镜和N2吸附/解吸测量。已开发了一种使用Cu-Py-SBA-15催化剂在水介质中的一锅三组分方法，以直接合成PMX610。新型多相绿色催化剂提供了高的催化循环能力，而又没有明显的催化活性损失。由于使用了容易获得且便宜的起始原料，优异的催化剂可回收性以及可持续的催化方案，本合成策略在PMX 610的制备中非常有价值。

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