RESUMEN
Indole, a ubiquitous and structurally versatile aromatic compound, has emerged as a key player in the synthesis of diverse heterocyclic frameworks via cycloaddition reactions. These reactions are completely atom-economical and, hence, are considered as green reactions. This review article provides a comprehensive overview of the pivotal role played by indole in the construction of complex and biologically relevant heterocyclic compounds. Here we explore the chemistry of indole-based cycloadditions, highlighting their synthetic utility in accessing a wide array of heterocyclic architectures, including cyclohepta[b]indoles, tetrahydrocarbazoles, tetrahydroindolo[3,2-c]quinoline, and indolines, among others. Additionally, we discuss the mechanistic insights that underpin these transformations, emphasizing the strategic importance of indole as a building block. The content of this article will certainly encourage the readers to explore more work in this area.
Asunto(s)
Reacción de Cicloadición , Compuestos Heterocíclicos , Indoles , Indoles/química , Indoles/síntesis química , Compuestos Heterocíclicos/química , Compuestos Heterocíclicos/síntesis química , Estructura MolecularRESUMEN
This review focuses on the catalyst- and additive-free C-C bond forming reactions reported mostly from the year 2005 to date. C-C bond forming reactions are highly important as large and complex organic molecules can be derived from simpler ones via these reactions. On the other hand, catalyst- and additive-free reactions are economical, environmentally friendly and less sensitive to air/moisture, allow easy separation of products and are operationally simple. Hence, a large number of research articles have been published in this area. Though a few reviews are available on the catalyst-free organic reactions, most of them were published a few years ago. The current review excludes catalysts as well as additives and is specific to only C-C bond formation. Besides many organic name reactions, catalyst/additive-free C-H functionalizations, coupling reactions and UV-visible-light-promoted reactions are also discussed. Undoubtedly, the contents of this review will motivate readers to do more novel work in this area which will accelerate the journey towards a sustainable future.
RESUMEN
Reaction of barbituric acids with aldehydes and dihydropyridines in one pot under microwave (MW) irradiation in the absence of solvent, affords 5582% of the 5-benzylated barbituric acids. Use of alkyl nitriles or barbituric acids with indole-3-aldehyde and dihydropyridine (DHP) afforded 3-alkylated indoles in 5776 % yield. In each case DHPs are converted to pyridines.