Synthesis of dipyrrolo-diazepine derivatives via intramolecular alkyne cyclization

Date

2018-07-26

Author

Baskin, Dilges
Cetinkaya, Yasin
Balcı, Metin

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A regioselective approach was developed for the synthesis of dipyrrolo-diazepine derivatives. The synthetic route to dipyrrolo-diazepines first involves the synthesis of dipyrromethanes, followed by reaction of propargyl bromide in the presence of NaH to attach one alkyne functionality to the pyrrole nitrogen atom. Intramolecular heterocyclization with NaH in DMF between the alkyne functionality and pyrrole nitrogen atom gave the desired structures in good yields.

Subject Keywords

Pyrrole, Indole, Dipyrromethane, Diazepine, Alkyne cyclization

URI

https://hdl.handle.net/11511/56372

Journal

TETRAHEDRON

DOI

https://doi.org/10.1016/j.tet.2018.06.013

Collections

Graduate School of Natural and Applied Sciences, Article

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Citation Formats

D. Baskin, Y. Cetinkaya, and M. Balcı, “Synthesis of dipyrrolo-diazepine derivatives via intramolecular alkyne cyclization,” TETRAHEDRON, pp. 4062–4070, 2018, Accessed: 00, 2020. [Online]. Available: https://hdl.handle.net/11511/56372.