Transition metal catalyzed carboannulation of diazabicyclic alkenes with ambiphilic bifunctional reagents: a facile route towards functionalized indanones and indanols |
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| Authors: | Nayana JosephJubi John Rani RajanSreeja Thulasi Anupa MohanE Suresh KV Radhakrishnan |
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| Institution: | a Organic Chemistry Section, Chemical Sciences and Technology Division, National Institute for Interdisciplinary Science and Technology (CSIR), Trivandrum 695 019, Kerala, India
b Analytical Sciences Discipline, Central Salt and Marine Chemicals Research Institute, Bhavnagar 364 002, Gujarat, India |
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| 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. |
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| Keywords: | Diazabicyclic alkenes Carboannulation Transition metals Boronic acids Indanones |
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