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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Bibliographic Details
Published in:Chemical communications (Cambridge, England) England), 2005-05 (20), p.2621-2623
Main Authors: Basavaiah, Deevi, Rao, Jamjanam Srivardhana, Reddy, Raju Jannapu, Rao, Anumolu Jaganmohan
Format: Article
Language:English
Subjects:
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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Summary: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