Synthesis of heterocyclic molecules from N-propargylic β- enaminones

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2019-03-17
Recently, pyrroles, pyridines, 1,4-oxazepines and 1,4-thiazepines have emerged as valuable compounds in the design and synthesis of novel biologically active agents that display prominent medicinal activities. Therefore, development of new efficient methods for their synthesis is highly desired since they can furnish molecules with pronounced or distinct biological activities. Recently, cyclization of functionally substituted alkynes has been recognized as a valuable tool to synthesize a variety of important heterocycles. Among them, N-propargylic β-enaminones have proven useful since, when treated with proper agents, they furnish a diverse range of heterocyclic compounds. In this respect, we have found that under proper conditions, N-propargylic β-enaminones afford pyrroles, pyridines, 1,4-oxazepines and 1,4-thiazepines in good to high yields with a broad range of functional group tolerance, which may provide a platform for pharmaceutical studies and/or offer opportunities for building more complex frameworks. The scope, limitations and mechanism of these reactions will be discussed.
Citation Formats
M. Zora, “Synthesis of heterocyclic molecules from N-propargylic β- enaminones,” Antalya, Türkiye, 2019, vol. 7, Accessed: 00, 2021. [Online]. Available: https://hdl.handle.net/11511/85607.