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JOURNAL OF ORGANOMETALLIC CHEMISTRY · 2013 · IF 2

Efficient synthesis of N-substituted pyrroles catalyzed by a novel an organic–inorganic hybrid solid acid catalyst

Lanchang Gao,Liu Bing,Zehui Zhang,Huang Kecheng,Hu Xiaoyun,Kejian Deng

A novel organic–inorganic hybrid solid acid [MIMBS] 3 PW 12 O 40 has been successfully prepared. It showed high catalytic activity for N-substituted pyrroles through the cyclocondensation of primary amines with 1,4-dicarbonyl compounds. The solid acid catalyst is stable and can be easily recovered and reused without losing its activity in its efficiency. In addition, a plausible mechanism for the catalytic action of [MIMBS] 3 PW 12 O 40 has been introduced.

CAS / MDL: 110-13-4

研究领域: 有机化学 · 催化化学

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MOLECULAR DIVERSITY · 2022 ·Vol. 27 ·期 2 ·873-887 · IF 3.364

PTSA-catalyzed selective synthesis and antibacterial evaluation of 1,2-disubstituted benzimidazoles

Fu Jiaxu,Yue Yuandong,Liu Kejun,Wang Shuang,Zhang Yiliang,Su Qing,Gu Qiang,Lin Feng,Zhang Yumin

Herein, we developed a convenient and efficient method via protonation of p -toluenesulfonic acid promoted cyclocondensation of o -phenylenediamine and aldehydes for selectively synthesizing 1,2-disubstituted benzimidazoles. This method displayed broad substrate adaptability and afforded the desired products in moderate to excellent yield in short reaction time. The effect of different substituents on the yield was investigated by extending optimum reaction conditions, which was further confirmed by theoretical calculations. It suggested that the surface electrostatic potential of oxygen atom and nitrogen atom on the substrates played important role in the synthesis of 1,2-disubstituted benzimidazoles. Besides, the crystal structure of compound 2t in the orthorhombic space group P2(1)/c was presented. Also, the anti-mycolicibacterium smegmatis (MC2155) activity was evaluated using rifampicin as a positive control. The products (2a, 2b, 2c, 2i, 2j, 2k, 2m) showed good antibacterial activities which were comparable to rifampicin. Graphical abstract

研究领域: 有机化学 · 药物化学 · 合成化学 · 药学

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Efficient synthesis of N-substituted pyrroles catalyzed by a novel an organic–inorganic hybrid solid acid catalyst

PTSA-catalyzed selective synthesis and antibacterial evaluation of 1,2-disubstituted benzimidazoles