Pd/C-Mediated Arylation Followed by I-2-Catalyzed Hydration Strategy: Preparation of Functionalized Novel Indanone Derivatives

Dulla, Balakrishna and Kolli, Sunder Kumar and Chamakura, Upendar Reddy and Deora, Giridhar Singh and Raju, R. Ramesh and Pal, Manojit (2014) Pd/C-Mediated Arylation Followed by I-2-Catalyzed Hydration Strategy: Preparation of Functionalized Novel Indanone Derivatives. SYNTHETIC COMMUNICATIONS, 44 (10). pp. 1466-1474. ISSN 0039-7911, 1532-2432

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Abstract

A simple and inexpensive synthesis of novel 2-(3-oxo-3-arylpropyl)-2,3-dihydro-1H-inden-1-one derivatives has been achieved via Pd/C-mediated arylation followed by I-2-mediated regioselective hydration of 2-(prop-2-ynyl)-2,3-dihydro-1H-inden-1-ones. A wide variety of 3-aryl substituted 2-propynyl indanone derivatives were conveniently prepared by using 10% Pd/C-PPh3-CuI as a catalyst system, some of which were used to prepare the corresponding ketones via alkyne hydration in the presence of catalytic I-2. In an in vitro study a representative compound showed inhibition of PDE4B (phosphodiesterase type 4B) and binding with this protein in silico

Item Type: Article
Uncontrolled Keywords: ACETYLCHOLINESTERASE INHIBITORS; DONEPEZIL HYDROCHLORIDE; DESIGN; CONSTRUCTION; RING; DRUG; PDE4; Alkyne; indanone; Pd/C; iodine; hydration
Subjects: 500 Science > 540 Chemistry & allied sciences
Divisions: Chemistry and Pharmacy > Institut für Organische Chemie
Depositing User: Dr. Gernot Deinzer
Date Deposited: 07 Nov 2019 07:02
Last Modified: 07 Nov 2019 07:02
URI: https://pred.uni-regensburg.de/id/eprint/10175

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