Cross-Coupling of Nitroalkanes with Enamides, Enecarbamates, and Enol Ethers.

Katarína R Detková, Alexandra M Liptajová, Branislav Ferko, Tomáš Malatinský, Mária Kopáčová, Michal Šoral, Pavol Jakubec

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Article in The Journal of organic chemistry, 2026. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Not yet cited in PubMed.

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7 authors.

Katarína R DetkováDepartment of Organic Chemistry, Slovak University of Technology in Bratislava, Radlinského 9, Bratislava 812 37, Slovakia.

Alexandra M LiptajováDepartment of Organic Chemistry, Slovak University of Technology in Bratislava, Radlinského 9, Bratislava 812 37, Slovakia.

Branislav FerkoDepartment of Organic Chemistry, Slovak University of Technology in Bratislava, Radlinského 9, Bratislava 812 37, Slovakia.ORCID 0000-0002-8841-1239

Tomáš MalatinskýDepartment of Organic Chemistry, Slovak University of Technology in Bratislava, Radlinského 9, Bratislava 812 37, Slovakia.

Mária KopáčováInstitute of Chemistry, Slovak Academy of Sciences, Dúbravská cesta 9, Bratislava 845 38, Slovakia.

Michal ŠoralInstitute of Chemistry, Slovak Academy of Sciences, Dúbravská cesta 9, Bratislava 845 38, Slovakia.

Pavol JakubecDepartment of Organic Chemistry, Slovak University of Technology in Bratislava, Radlinského 9, Bratislava 812 37, Slovakia.ORCID 0000-0001-8872-3817

Funding

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6 · The paper itself

Abstract

A stepwise cross-coupling of cyclic enamides, enecarbamates, and enol ethers, with functionalized nitroalkanes has been developed, offering access to functionalized tetrahydropyridines, dihydropyrans, and other heterocycles. The outcome of the palladium-free process resembles a Heck-type reaction, in which β-substituted nitroalkanes serve as an acrylate surrogate. The method utilizing the powerful CAN oxidant tolerates several commonly employed protective groups and operates via a well-understood reaction mechanism.

Identifiers

PMID42264942

DOI10.1021/acs.joc.6c00401

PMCPMC13288628

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