RESUMEN
Correction for 'Electro-organic synthesis: an environmentally benign alternative for heterocycle synthesis' by Suman Devi, et al., Org. Biomol. Chem., 2022, 20, 5163-5229.
RESUMEN
Heterocyclic compounds are considered to be one of the most established structural classes due to their extensive application in agrochemicals, pharmaceuticals and organic materials. Over the past few years, the development of heterocyclic compounds has gone through a considerable renaissance from conventional traditional methodologies to non-conventional electro-organic synthesis. Replacing metal catalysts, strong oxidants and multi-step methodologies with metal and strong oxidant-free single-step protocols has revolutionized the field of sustainable organic synthesis. Electro-organic synthesis has evolved as a scalable and sustainable approach in different synthetic protocols in an environment-benign manner. The current review outlines the recent developments in C-C, C-N, C-S and C-O/Se bond formation for heterocycle synthesis using electrochemical methods. Different synthetic strategies and their detailed mechanistic description are presented to enlighten the future applications of electrochemistry in heterocycle synthesis.
Asunto(s)
Compuestos Heterocíclicos , Catálisis , Técnicas de Química Sintética/métodos , Técnicas Electroquímicas , Compuestos Heterocíclicos/química , MetalesRESUMEN
BACKGROUND: Dialkyl 1,4-dihydro-2,6-dimethylpyridine-3,5-dicarboxylates (1,4-DHP) have now been recognized as vital drugs. Some of these derivatives such as amlodipine, felodipine, isradipine, etc. have been commercialized. In view of wide range of biological properties associated with 1,4-DHP and owing to the biological importance of the oxidation step of 1,4-DHP, we carried out the synthesis and antimicrobial evaluation of new diethyl 1,4-dihydro-2,6-dimethyl-4-(3-aryl-1-phenyl-4-pyrazolyl)pyridine-3,5-dicarboxylates (2a-g) and diethyl 2,6-dimethyl-4-(3-aryl-1-phenyl-4-pyrazolyl)pyridine-3,5-dicarboxylates (3a-g). RESULTS: Synthesis of a series of new diethyl 1,4-dihydro-2,6-dimethyl-4-(3-aryl-1-phenyl-4-pyrazolyl)pyridine-3,5-dicarboxylates (2a-g) has been accomplished by multicomponent cyclocondensation reaction of ethyl acetoacetate, 3-aryl-1-phenyl pyrazole-4-carboxaldehyde (1a-g) and ammonium acetate. The dihydropyridines 2a-g were smoothly converted to new diethyl 2,6-dimethyl-4-(3-aryl-1-phenyl-4-pyrazolyl)pyridine-3,5-dicarboxylates (3a-g) using HTIB ([Hydroxy (tosyloxy)iodo]benzene, Koser's reagent) as the oxidizing agent. The antimicrobial studies of the title compounds, 2a-g &3a-g, are also described.