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Copper-Catalyzed Aerobic Cross-Dehydrogenative Coupling of β-Oxime Ether Furan with Indole

Fernandes, R and Mhaske, K and Balhara, R and Jindal, G and Narayan, R (2022) Copper-Catalyzed Aerobic Cross-Dehydrogenative Coupling of β-Oxime Ether Furan with Indole. In: Chemistry - An Asian Journal .

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Official URL: https://doi.org/10.1002/asia.202101369

Abstract

Heterobiaryls serve as relevant structural motifs in many fields of high applicative importance such as drugs, agrochemicals, organic functional materials etc. Cross-dehydrogenative coupling involving direct oxidation of two C�H bonds to construct a C�C bond is actively being pursued as a more benign and �greener� alternative for synthesizing heterobiaryls. Herein, we report a Cu(I)-catalyzed cross-dehydrogenative coupling of indoles and furans, two of the most important aromatic heterocycles using air as the terminal oxidant. The reaction proceeds with regio- and chemoselectivity to give the cross-coupled products in good to excellent yields generally. A broad substrate scope with respect to both the coupling partners has been demonstrated to prove the generality of this reaction. This represents the hitherto unexplored cross-dehydrogenative coupling methodology to obtain an indole-furan biaryl motif. © 2022 Wiley-VCH GmbH

Item Type: Journal Article
Publication: Chemistry - An Asian Journal
Publisher: John Wiley and Sons Ltd
Additional Information: The copyright for this article belongs to John Wiley and Sons Ltd
Keywords: Agricultural chemicals; Catalysis; Copper compounds; Functional materials; Organic pollutants, C-C bonds; C-H bond; Copper catalyzed; Cross dehydrogenative couplings; Direct oxidation; Heterobiaryl; Organic functional materials; Oxidative; Oxime ethers; Structural motifs, Polycyclic aromatic hydrocarbons
Department/Centre: Division of Chemical Sciences > Organic Chemistry
Date Deposited: 09 Mar 2022 10:23
Last Modified: 09 Mar 2022 10:23
URI: http://eprints.iisc.ac.in/id/eprint/71462

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