Palladium-catalyzed domino Heck/cyanation: synthesis of 3-cyanomethyloxindoles and their conversion to spirooxoindoles

3'-Alkyl-3-cyanomethyloxindoles, prepd. by a palladium-catalyzed domino Heck/cyanation, were efficiently converted to spiropyrrolidinyl-, spiropiperidinyl- and spirocyclopropyl-oxindoles. The so-obtained spirooxindoles bearing three diversity points were further functionalized via selective N-acylation, N-alkylation, N-sulfonylation, SNAr reaction and Buchwald-Hartwig N-arylation reaction to reach diverse set of heterocycles. [on SciFinder (R)]


Published in:
Tetrahedron, 66, 46, 8911-8921
Year:
2010
Note:
27, Heterocyclic Compounds (One Hetero Atom), Centre de Recherche de Gif,Institut de Chimie des Substances Naturelles, CNRS,Gif-sur-Yvette,Fr., Journal, 0040-4020, written in English.
Laboratories:




 Record created 2010-11-25, last modified 2018-03-17


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