期刊
TETRAHEDRON LETTERS
卷 56, 期 38, 页码 5295-5298出版社
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2015.07.083
关键词
Diazepinone; Hydantoin; Tetrazole; Ugi reaction; Multicomponent reaction; UDC
资金
- National Institutes of Health, United States [P41GM086190]
This Letter describes novel methodology for the rapid assembly of unprecedented and likely biologically relevant imidazo-tetrazolodiazepinones. The product of a TMSN3-Ugi multi-component reaction is treated with an excess of isocyanate to generate 1,5-disubstituted tetrazolo-hydantoins functionalized with an internal-masked amino nucleophile previously introduced by the isocyanide input. Final products are obtained in good overall yields after microwave irradiation of the tetrazolo-hydantoin in acidic media. This methodology allows the production of complex polycyclic compounds in a mere three synthetic steps. (C) 2015 Published by Elsevier Ltd.
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