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Application of Metal–Organic Frameworks with Sulfonic Acid Tags in the Synthesis of Pyrazolo[3,4-b]pyridines via a Cooperative Vinylogous Anomeric-Based Oxidation
Inorganic Chemistry ( IF 4.3 ) Pub Date : 2023-06-01 , DOI: 10.1021/acs.inorgchem.3c01131 Hassan Sepehrmansourie 1 , Milad Mohammadi Rasooll 1 , Mahmoud Zarei 2 , Mohammad Ali Zolfigol 1 , Yanlong Gu 3
Inorganic Chemistry ( IF 4.3 ) Pub Date : 2023-06-01 , DOI: 10.1021/acs.inorgchem.3c01131 Hassan Sepehrmansourie 1 , Milad Mohammadi Rasooll 1 , Mahmoud Zarei 2 , Mohammad Ali Zolfigol 1 , Yanlong Gu 3
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Herein, we report the design and synthesis of Co-MOF-71/imidazole/SO3H as a novel porous catalyst with sulfonic acid tags. The structure and morphology of the catalyst were investigated using various techniques such as Fourier transform-infrared spectroscopy (FT-IR), X-ray diffraction, scanning electron microscopy (SEM), SEM elemental mapping, energy-dispersive X-ray spectroscopy, Barret–Joyner–Halenda, and N2 adsorption–desorption isotherms. Co-MOF-71/imidazole/SO3H was studied in the preparation of novel pyrazolo[3,4-b]pyridines under mild and green conditions via a cooperative vinylogous anomeric-based oxidation. A wide range of mono and bis pyrazolo[3,4-b]pyridines were synthesized with good to excellent yields (65–82%). A hot filtration test for the heterogeneous nature of the catalyst indicated the high stability of the prepared catalyst. The recyclability of Co-MOF-71/imidazole/SO3H is another advantage of the present methodology. The structures of the final products were confirmed using FT-IR, 1H-NMR, and 13C-NMR spectroscopic techniques.
中文翻译：
带有磺酸标签的金属-有机骨架在吡唑并[3,4-b]吡啶的合成中的应用
在此，我们报告了 Co-MOF-71/咪唑/SO 3 H的设计和合成，作为一种带有磺酸标签的新型多孔催化剂。使用傅立叶变换红外光谱 (FT-IR)、X 射线衍射、扫描电子显微镜 (SEM)、SEM 元素映射、能量色散 X 射线光谱、Barret 等多种技术研究了催化剂的结构和形态–Joyner–Halenda 和 N 2吸附-脱附等温线。Co-MOF-71/咪唑/SO 3 H 研究了在温和和绿色条件下通过协同插烯端基异构氧化制备新型吡唑并[3,4- b ]吡啶。范围广泛的单和双吡唑并 [3,4- b] 吡啶的合成收率非常好 (65–82%)。对催化剂非均相性质的热过滤试验表明所制备催化剂的稳定性高。Co-MOF-71/咪唑/SO 3 H的可回收性是本方法的另一个优点。使用 FT-IR、 1 H-NMR 和13 C-NMR 光谱技术确认最终产物的结构。
更新日期：2023-06-01
中文翻译：
带有磺酸标签的金属-有机骨架在吡唑并[3,4-b]吡啶的合成中的应用
在此，我们报告了 Co-MOF-71/咪唑/SO 3 H的设计和合成，作为一种带有磺酸标签的新型多孔催化剂。使用傅立叶变换红外光谱 (FT-IR)、X 射线衍射、扫描电子显微镜 (SEM)、SEM 元素映射、能量色散 X 射线光谱、Barret 等多种技术研究了催化剂的结构和形态–Joyner–Halenda 和 N 2吸附-脱附等温线。Co-MOF-71/咪唑/SO 3 H 研究了在温和和绿色条件下通过协同插烯端基异构氧化制备新型吡唑并[3,4- b ]吡啶。范围广泛的单和双吡唑并 [3,4- b] 吡啶的合成收率非常好 (65–82%)。对催化剂非均相性质的热过滤试验表明所制备催化剂的稳定性高。Co-MOF-71/咪唑/SO 3 H的可回收性是本方法的另一个优点。使用 FT-IR、 1 H-NMR 和13 C-NMR 光谱技术确认最终产物的结构。
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