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Electrocatalytic Multicomponent Transformation of Aldehyde, 5-Amino-3-methyl-1-phenylpyrazole and Dimedone: An Efficient Protocol for Substituted Pyrazolo[3,4-b]quinolines

Journal 2023 · IF 2.1 · 8(9): e202203332 · 发表于 2023 年 2 月 28 日
作者: Cunwei Qian,Ying Wang,Xian Li,Changsheng Yao
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摘要

Graphical A convenient, rapid and electrochemical one-pot protocol is designed for the synthesis of pyrazolo[3,4- b ]quinolines derivatives. The reaction is carried out in an undivided cell equipped with an iron cathode and a graphite anode in the presence of sodium bromide as a supporting electrolyte. Fourteen pyrazolo[3,4- b ]quinoline derivatives are obtained under a constant current of 30 mA after 0.14 F/mol of electricity passed. A convenient, rapid and electrochemical one-pot protocol was developed successfully for the preparation of pyrazolo[3,4- b ]-quinoline derivatives. The reaction is carried out in a 25 mL three neck flask equipped with graphite electrode as anode and iron electrode as cathode (electrode area of 1 cm 2 ) with sodium bromide as supporting electrolyte at room temperature in ethanol. Fourteen pyrazolo-[3,4- b ]-quinoline derivatives were synthesized by use of various aldehyde (including aryl aldehydes and aliphatic aldehydes), dimedone and 5-amino-3-methyl-1-phenylpyrazole as substrates in good yields (76–86 %) with a constant current of 30 mA after 0.14 F/mol of electricity passed. All aimed products were characterized by IR, 1 H NMR and HRMS. Notably, the presented method features ecologically sound, simple experimental procedure and good yields.