Stereoselective syntheses of functionalized spirocyclopenteneoxindoles via triphenylphosphine-catalyzed [3+2] cycloaddition reactions

Spirocyclopenteneoxindole derivatives were obtained by stereoselective triphenylphosphine-catalyzed [3+2] cycloadditions of ynones and alkylidene oxindole derivatives. This approach is based on the Michael addition of ynones to alkylidene oxindole derivatives, followed by intermolecular α -addition...

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Veröffentlicht in:	Molecular diversity 2013-08, Vol.17 (3), p.563-571
Hauptverfasser:	Zhou, Qing-Fa, Chu, Xue-Ping, Ge, Fei-Fei, Li, Cheng, Lu, Tao
Format:	Artikel
Sprache:	eng
Schlagworte:	Biochemistry Biomedical and Life Sciences Catalysis Cycloaddition Reaction Cyclopentanes - chemical synthesis Drug Design Full-Length Paper Indoles - chemical synthesis Indoles - chemistry Life Sciences Organic Chemistry Organophosphorus Compounds - chemistry Pharmacy Polymer Sciences Spiro Compounds - chemical synthesis Stereoisomerism
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Zusammenfassung:	Spirocyclopenteneoxindole derivatives were obtained by stereoselective triphenylphosphine-catalyzed [3+2] cycloadditions of ynones and alkylidene oxindole derivatives. This approach is based on the Michael addition of ynones to alkylidene oxindole derivatives, followed by intermolecular α -addition using 50 mol% triphenylphosphine as catalyst. Graphical Abstract
ISSN:	1381-1991 1573-501X
DOI:	10.1007/s11030-013-9456-8