BF3.Et2O controlled reactions of methyl enol ethers: Selective synthesis of dihydrofuro[3,2-c]chromenone and furo[3,2-c]chromenone derivatives

AHMAD, SARWAT ASMA ZIYA and Khan, Faiz Ahmed (2022) BF3.Et2O controlled reactions of methyl enol ethers: Selective synthesis of dihydrofuro[3,2-c]chromenone and furo[3,2-c]chromenone derivatives. Synlett. ISSN 0936-5214

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Abstract

A facile one-step synthetic approach to dihydrofuro[3,2-c]chromenones and furo[3,2-c]chromenones by the reaction of methyl enol ethers with 4-hydroxy coumarin in a metal-free condition is presented. Dihydrofuro[3,2-c]chromenones and furo[3,2-c]chromenones were selectively obtained by controlling the stoichiometry of boron trifluoride diethyl etherate (BF 3.Et 2O). An unexpected aryl group migration followed by aromatization of furan moiety leading to a variety of furo[3,2-c]chromenone derivatives in good yields is reported. © 2022 Georg Thieme Verlag. All rights reserved.

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IITH Creators:
IITH CreatorsORCiD
Khan, Faiz AhmedUNSPECIFIED
Item Type: Article
Uncontrolled Keywords: aryl group migration; dihydrofuro[3,2-c]chromenones; furo[3,2-c] chromenones; Lewis acid; Methyl enol ethers
Subjects: Chemistry
Divisions: Department of Chemistry
Depositing User: . LibTrainee 2021
Date Deposited: 01 Sep 2022 08:52
Last Modified: 01 Sep 2022 08:52
URI: http://raiith.iith.ac.in/id/eprint/10373
Publisher URL: http://doi.org/10.1055/a-1912-3884
OA policy: https://v2.sherpa.ac.uk/id/publication/10868
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