TiCl4 catalyzed tandem construction of C-C and C-O bonds: a simple and one-pot atom-economical stereoselective synthesis of spiro-oxindoles

An atom-economical stereoselective synthesis of [{1-acetyl-5-methyl-6,8-dioxabicyclo(3.2.1)octane}-7-spiro-3'-(indolin-2'-one)] derivatives, containing both the oxindole and 6,8-dioxabicyclo(3.2.1)octane moieties via TiCl(4) catalyzed coupling of 2-acetyl-6-methyl-2,3-dihydro-4H-pyran with...

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Veröffentlicht in:	Chemical communications (Cambridge, England) England), 2005-05 (20), p.2621-2623
Hauptverfasser:	Basavaiah, Deevi, Rao, Jamjanam Srivardhana, Reddy, Raju Jannapu, Rao, Anumolu Jaganmohan
Format:	Artikel
Sprache:	eng
Schlagworte:	Carbon - chemistry Catalysis Crystallography, X-Ray Cyclization Indoles - chemical synthesis Indoles - chemistry Models, Molecular Molecular Conformation Oxygen - chemistry Spiro Compounds - chemical synthesis Spiro Compounds - chemistry Stereoisomerism Titanium - chemistry
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Zusammenfassung:	An atom-economical stereoselective synthesis of [{1-acetyl-5-methyl-6,8-dioxabicyclo(3.2.1)octane}-7-spiro-3'-(indolin-2'-one)] derivatives, containing both the oxindole and 6,8-dioxabicyclo(3.2.1)octane moieties via TiCl(4) catalyzed coupling of 2-acetyl-6-methyl-2,3-dihydro-4H-pyran with isatin derivatives is described.
ISSN:	1359-7345 1364-548X
DOI:	10.1039/b500224a