Aza-Diels-Alder reaction of both electron-deficient azoalkenes with electron-deficient 3-phencaylideneoxindoles and 3-aryliminooxindol-2-ones
An uncommon aza-Diels-Alder reaction of electron-deficient azoalkenes and electron-deficient 3-phenacylideneoxindoles was successfully developed for convenient construction of the heterocyclic spirooxindoles. The aza-Diels-Alder reaction of azoalkenes, which were in situ generated from base dehydroh...
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| Autores principales: | , , |
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| Formato: | article |
| Lenguaje: | EN |
| Publicado: |
KeAi Communications Co. Ltd.
2021
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| Materias: | |
| Acceso en línea: | https://doaj.org/article/84b6155856ff4832bc374463e72db3ae |
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| Sumario: | An uncommon aza-Diels-Alder reaction of electron-deficient azoalkenes and electron-deficient 3-phenacylideneoxindoles was successfully developed for convenient construction of the heterocyclic spirooxindoles. The aza-Diels-Alder reaction of azoalkenes, which were in situ generated from base dehydrohalogenation of α-halogeno N-acylhydrazones, with 3-methyleneoxindoles afforded functionalized spiro[indoline-3,3′-pyridazin]-2-ones in good yields and with high diastereoselectivity. Under same reaction conditions, the base promoted reaction of α-halogeno N-acylhydrazones and 3-aryliminoindolin-2-ones in DCM at room temperature resulted in functionalized spiro[indoline-3,3'-[1,2,4]triazin]-2-ones in satisfactory yields. |
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