Convenient synthesis of substituted tetrahydrofuran via Lewis base catalyzed [3 + 2] domino reactions

Convenient synthesis of substituted tetrahydrofuran via Lewis base catalyzed [3 + 2] domino reactions

A DABCO catalyzed domino reaction between 3-oxo-4-(2-oxoindolin-3-ylidene) butanoates and allenoates furnished 2,3,5-substituted tetrahydrofuran furan derivatives with oxindole moieties and two exocyclic double bonds in high yield. During this reaction, two carbon atoms and one oxygen atom of 3-oxo-...

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Veröffentlicht in:RSC advances 2014, Vol.4 (95), p.52629-52632
Hauptverfasser: Liu, Yufen, Zhang, Qi, Du, Yanlong, Yu, Aimin, Zhang, Kui, Meng, Xiangtai
Format: Artikel
Sprache:eng
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Zusammenfassung:A DABCO catalyzed domino reaction between 3-oxo-4-(2-oxoindolin-3-ylidene) butanoates and allenoates furnished 2,3,5-substituted tetrahydrofuran furan derivatives with oxindole moieties and two exocyclic double bonds in high yield. During this reaction, two carbon atoms and one oxygen atom of 3-oxo-4-(2-oxoindolin-3-ylidene) butanoates participated. Moreover, four isomers were synthesized and two of them can be isolated in this reaction.
ISSN:2046-2069
2046-2069
DOI:10.1039/C4RA09249J