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Updated: Jun 26, 2025

Preparation of a Corannulene-functionalized Hexahelicene by CopperI-catalyzed Alkyne-azide Cycloaddition of Nonplanar Polyaromatic Units
Published on: September 18, 2016
Copper-catalyzed dehydrogenative cyclization/alkenylation towards dihydroquinolinones
Keerthana Pari1, Nawaz Khan Fazlur-Rahman1
1Organic and Medicinal Chemistry Research Laboratory, School of Advanced Sciences, Vellore Institute of Technology, Vellore-632 014, Tamil Nadu, India. nawaz_f@yahoo.co.in.
Abstract:
An efficient copper-catalyzed one-pot sequential synthesis of alkenylated quinolinyl dihydroquinolinones is reported, utilizing ketones, 1,3-cyclohexanediones, and benzyl alcohols via dehydrogenative cyclization, followed by alkenylation. This highly straightforward method provides a mild and environmentally friendly approach, and scalable reactions are carried out without generating side products. Furthermore, a plausible reaction mechanism is proposed based on control-experiment studies and reaction monitoring via1H NMR analysis. In addition, the photophysical behavior of the synthesized products showed various responses in the absorption and emission spectra. Upon further examination, compound 4F was found to have acidochromic properties, leading to noticeable colour changes.
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