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Title: Transition metal catalyzed carboannulation of diazabicyclic alkenes with ambiphilic bifunctional reagents: A facile route towards functionalized indanones and indanols
Authors: Nayana Joseph
Jubi John
Rani, R
Sreeja, T
Anupa, M
Suresh, E
Radhakrishnan, K V
Keywords: Arylboron compounds
Cyclic carbopalladation
Alkylidene cyclopentenes
Enantioselective desymmetrization
Efficient synthesis
Annulation reactions
Meso bicyclic hydrazines
Substituted aryl halides
Boronic acids
Transition metals
Diazabicyclic alkenes
Issue Date: 2011
Publisher: Elsevier
Citation: Tetrahedron 67(26):4905-4913;01 Jul 2011
Abstract: Functionalized indanones are readily prepared in good to excellent yields by the Pd/Rh catalyzed carboannulation of bicyclic and tricyclic hydrazines with 2-iodobenzonitrile, 2-cyanophenylboronic acid and 2-formylphenylboronic acid. The reaction with 2-formylphenylboronic acid afforded 3,4-disubstituted cyclopentenes as minor product along with indanones under Rh catalyzed conditions, whereas indanols were obtained as the major product under Pd catalyzed conditions. The products obtained can be synthetically manipulated easily to pharmaceutically important molecules.
ISSN: 0040-4020
Appears in Collections:2011

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