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Updated: Oct 25, 2025

Microwave-assisted Intramolecular Dehydrogenative Diels-Alder Reactions for the Synthesis of Functionalized Naphthalenes/Solvatochromic Dyes
Published on: April 1, 2013
Cu-Catalyzed Chemodivergent, Stereoselective Propargylic Dearomatization and Etherification of 2-Naphthols
Braja Gopal Das1, Sadhna Shah1, Arko Das1
1Department of Chemistry, Indian Institution of Technology Kanpur, Kanpur-208016, Uttar Pradesh, India.
Abstract:
The first stereoselective propargylic dearomatization of 2-naphthol derivatives is reported using a chiral CuII-L10 complex. The reaction shows chemodivergent reactivity and produced propargyl dearomatization and etherification product for differently substituted 2-naphthols. Both the reactions generate the desired products in high yields with excellent chemo- and stereoselectivities (up to 99% ee, dr = 9:1) by using only 2 mol % catalyst loading. Dearomatization products contain a contiguous all-carbon quaternary-tertiary stereocenter and a terminal alkyne functionality.
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