| Autor: |
Alekseeva, Kseniia A., Kvyatkovskaya, Elizaveta A., Nikitina, Eugeniya V., Zaytsev, Vladimir P., Eroshkina, Svetlana M., Shikhaliev, Khidmet S., Truong, Hieu H., Khrustalev, Victor N., Zubkov, Fedor I. |
| Předmět: |
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| Zdroj: |
Synlett; 2020, Vol. 31 Issue 3, p255-260, 6p |
| Abstrakt: |
An unexpected four-step reaction sequence was discovered in the course of investigation of the interaction between 3-(furan-2-yl)allylamines and bromomaleic anhydride. This conversion begins with the initial N -acylation of the allylamines by the anhydride, followed by intramolecular Diels–Alder reaction, which is accompanied by a dehydrohalogenation, and ends with the formation of partially unsaturated furo[2,3- f ]isoindoles followed by transposition of aromaticity from the furan moiety to the neighboring cyclohexane ring. The reaction between 3-(furan-3-yl)allylamines and bromomaleic anhydride does not stop at a furo[2,3- f ]isoindole formation step, but proceeds further with the cleavage of the furan ring in a 100% atom-efficient fashion to provide polysubstituted isoindoline-4-carboxylic acids. [ABSTRACT FROM AUTHOR] |
| Databáze: |
Complementary Index |
| Externí odkaz: |
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