Rhodium(iii)-catalyzed synthesis of trisubstituted furansviavinylic C-H bond activation

Sherikar, MS and Bettadapur, KR and Lanke, V and Prabhu, KR (2021) Rhodium(iii)-catalyzed synthesis of trisubstituted furansviavinylic C-H bond activation. In: Organic and Biomolecular Chemistry, 19 (34). pp. 7470-7474.

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Abstract

We report an Rh(iii)-catalyzed one-pot synthesis of trisubstituted furan derivatives through Cvinyl-H activation of α,β-unsaturated ketones with acrylates. The control study revealed that the Heck-type product obtained undergoes Paal-Knorr type cyclization in the presence of an Ag salt. Hence, the Ag salt plays a dual role of a halide scavenger and a Lewis acid catalyst for Paal-Knorr type cyclization. The furan product can be transferred into the respective alcohol and acid derivatives which are useful intermediates in synthesizing biologically active molecules. © The Royal Society of Chemistry 2021.

Item Type:	Journal Article
Publication:	Organic and Biomolecular Chemistry
Publisher:	Royal Society of Chemistry
Additional Information:	The copyright for this article belongs to Royal Society of Chemistry
Keywords:	Acrylic monomers; Aromatic compounds; Catalysis; Chemical activation; Cyclization; Ketones; Organic pollutants; Silver; Synthesis (chemical), Biologically active molecules; Catalyzed synthesis; CH-bond activation; Control studies; Furan derivatives; Lewis acid catalysts; One-pot synthesis; Unsaturated ketones, Rhodium compounds
Department/Centre:	Division of Chemical Sciences > Organic Chemistry
Date Deposited:	03 Dec 2021 07:08
Last Modified:	03 Dec 2021 07:08
URI:	http://eprints.iisc.ac.in/id/eprint/70139

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