Furo- and thieno-fused 1,3-diazepine-4,6-diones

Date

2013-11-27

Author

Ozer, Merve Sinem
Koza, Gani
ŞAHİN, Ertan
Balcı, Metin

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We report the first preparation of furo- and thieno-fused 1,3-diazepine-4,6-dione derivatives starting from ethyl 2-(2-methoxy-2-oxoethyl)-3-furancarboxylate and -thiophencarboxylate. The ester functionalities connected to the hetero-ring were converted regiospecifically into the desired amides. The ester groups attached to the methylene unit were converted into isocyanates via Curtius rearrangement. The ring-closure reaction was performed in the presence of lithium bis(trimethylsilyl)amide at room temperature to give furo- and thieno-fused diazepinone derivatives. (C) 2013 Elsevier Ltd. All rights reserved

Subject Keywords

Benzodiazepinone, Furo-diazepinedione, Thieno-diazepinedione, Curtius rearrangement

URI

https://hdl.handle.net/11511/52009

Journal

TETRAHEDRON LETTERS

DOI

https://doi.org/10.1016/j.tetlet.2013.09.103

Collections

Graduate School of Natural and Applied Sciences, Article

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Citation Formats

M. S. Ozer, G. Koza, E. ŞAHİN, and M. Balcı, “Furo- and thieno-fused 1,3-diazepine-4,6-diones,” TETRAHEDRON LETTERS, pp. 6553–6556, 2013, Accessed: 00, 2020. [Online]. Available: https://hdl.handle.net/11511/52009.