Intermolecular heterocyclization of alkynones with 2-mercaptoacetaldehyde under metal-free conditions: synthesis of 2,3-disubstituted thiophenes

Date

2015-09-30

Author

Vatansever, Erol Can
Kilic, Kubra
Ozer, Merve Sinem
KOZA, GANİ
Menges, Nurettin
Balcı, Metin

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A concise and regioselective approach for the synthesis of 2,3-disubstituted thiophene derivatives has been developed. The synthetic strategy relies on the reaction of an in situ generated 2-mercaptoacetaldehyde with various alkynones. Furthermore, we calculated the energy gap between the HOMO and the LUMO orbitals of all compounds and observed that the introduction of a strong electron-withdrawing group decreased the HOMO-LUMO energy gap.

Subject Keywords

Organic Chemistry, Biochemistry, Drug Discovery

URI

https://hdl.handle.net/11511/56849

Journal

TETRAHEDRON LETTERS

DOI

https://doi.org/10.1016/j.tetlet.2015.07.090

Collections

Graduate School of Natural and Applied Sciences, Article

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Citation Formats

E. C. Vatansever, K. Kilic, M. S. Ozer, G. KOZA, N. Menges, and M. Balcı, “Intermolecular heterocyclization of alkynones with 2-mercaptoacetaldehyde under metal-free conditions: synthesis of 2,3-disubstituted thiophenes,” TETRAHEDRON LETTERS, pp. 5386–5389, 2015, Accessed: 00, 2020. [Online]. Available: https://hdl.handle.net/11511/56849.