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Catalyst-controlled regiodivergent C–H olefination of Furanyl Carbamates through a rational approach

Catalyst-controlled regiodivergent C–H olefination of Furanyl Carbamates through a rational approach

Richard, François ORCID logoORCID: https://orcid.org/0000-0003-4757-7029, Languet, Morgan, de Messières, Cora Escande, Zaitoun, Ahmed M., Dupas, Alexandre, Cambeiro, Xacobe C. ORCID logoORCID: https://orcid.org/0000-0002-7365-7201, Cossy, Janine ORCID logoORCID: https://orcid.org/0000-0001-8746-9239 and Arseniyadis, Stellios ORCID logoORCID: https://orcid.org/0000-0001-6831-2631 (2028) Catalyst-controlled regiodivergent C–H olefination of Furanyl Carbamates through a rational approach. JACS Au, 6 (6). pp. 3294-3300. ISSN 2691-3704 (Online) (doi:10.1021/jacsau.6c00334)

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Abstract

Selective functionalization of heteroarenes remains a central challenge in synthetic organic chemistry, given their widespread presence in natural products and pharmacologically active molecules. Although numerous strategies exist for the olefination of five-membered heteroarenes, few enable precise control over regioselectivity. Herein, we report a DFT-supported, catalyst-controlled C–H olefination of cyclic dienol carbamates that allows regioselective access to either C3- or C5-substituted heteroarenes. This strategy provides a rational and versatile platform for achieving positional selectivity in heteroarene functionalization.

Item Type: Article
Additional Information: "The authors gratefully thank ESPCI Paris − PSL, Queen Mary University of London, and the University of Greenwich for financial support."
Uncontrolled Keywords: C-H activation, rhodium, catalysis, olefination, DFT, computational chemistry
Subjects: Q Science > Q Science (General)
Q Science > QD Chemistry
Faculty / School / Research Centre / Research Group: Faculty of Engineering & Science
Faculty of Engineering & Science > School of Science (SCI)
Last Modified: 09 Jul 2026 13:52
URI: https://gala.gre.ac.uk/id/eprint/53932

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