Synthesis of tetrahydrochromenes and dihydronaphthofurans via a cascade process of [3 + 3] and [3 + 2] annulation reactions: mechanistic insight for 6-endo-trig and 5-exo-trig cyclisation†

Yeruva Pavankumar, Reddya and Srinivasadesikana, V and Rengarajan, Balamuruganb and Lin, M. C and Shaik, Anwar (2023) Synthesis of tetrahydrochromenes and dihydronaphthofurans via a cascade process of [3 + 3] and [3 + 2] annulation reactions: mechanistic insight for 6-endo-trig and 5-exo-trig cyclisation†. royal society of chemistry, 13. pp. 5796-5803. ISSN 10.1039/D2RA08163F

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Abstract

Substituted tetrahydrochromenes and dihydronaphthofurans are easily accessible by the treatment of b�tetralone with trans-b-nitro styrene derived Morita–Baylis–Hillman (MBH) acetates through a formal [3 +3]/[3 + 2] annulation. The reaction proceeds through a cascade Michael/oxa-Michael pathway with
moderate to good yields. A DFT study was carried out to account for the formation of the corresponding six and five-membered heterocycles via 6-endo-trig and 5-exo-trig cyclization

Item Type: Article
Subjects: AC Rearch Cluster
Depositing User: Unnamed user with email techsupport@mosys.org
Date Deposited: 06 Nov 2023 06:52
Last Modified: 06 Nov 2023 06:52
URI: https://ir.vignan.ac.in/id/eprint/322

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