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Synthesis of highly substituted naphthalene and anthracene derivatives by rhodium-catalyzed oxidative coupling of arylboronic acids with alkynes.
Org Lett. 2009 Nov 19; 11(22):5198-201.OL

Abstract

The rhodium-catalyzed oxidative 1:2 coupling reactions of arylboronic acids with alkynes effectively proceeds in the presence of a copper-air oxidant to produce the corresponding annulated products. Of special note, anthracene derivatives can be obtained selectively from 2-naphthylboronic acids.

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Publisher Full Text (DOI)

Authors+Show Affiliations

Fukutani T
Department of Applied Chemistry, Faculty of Engineering, Osaka University, Suita, Osaka 565-0871, Japan.
Hirano K
No affiliation info available
Satoh T
No affiliation info available
Miura M
No affiliation info available

MeSH

AlkynesAnthracenesBoronic AcidsCatalysisCopperMolecular StructureNaphthalenesOxidation-ReductionRhodiumStereoisomerism

Pub Type(s)

Journal Article

Language

eng

PubMed ID

19831368

Citation

Fukutani, Tatsuya, et al. "Synthesis of Highly Substituted Naphthalene and Anthracene Derivatives By Rhodium-catalyzed Oxidative Coupling of Arylboronic Acids With Alkynes." Organic Letters, vol. 11, no. 22, 2009, pp. 5198-201.
Fukutani T, Hirano K, Satoh T, et al. Synthesis of highly substituted naphthalene and anthracene derivatives by rhodium-catalyzed oxidative coupling of arylboronic acids with alkynes. Org Lett. 2009;11(22):5198-201.
Fukutani, T., Hirano, K., Satoh, T., & Miura, M. (2009). Synthesis of highly substituted naphthalene and anthracene derivatives by rhodium-catalyzed oxidative coupling of arylboronic acids with alkynes. Organic Letters, 11(22), 5198-201. https://doi.org/10.1021/ol9021172
Fukutani T, et al. Synthesis of Highly Substituted Naphthalene and Anthracene Derivatives By Rhodium-catalyzed Oxidative Coupling of Arylboronic Acids With Alkynes. Org Lett. 2009 Nov 19;11(22):5198-201. PubMed PMID: 19831368.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Synthesis of highly substituted naphthalene and anthracene derivatives by rhodium-catalyzed oxidative coupling of arylboronic acids with alkynes. AU - Fukutani,Tatsuya, AU - Hirano,Koji, AU - Satoh,Tetsuya, AU - Miura,Masahiro, PY - 2009/10/17/entrez PY - 2009/10/17/pubmed PY - 2010/1/15/medline SP - 5198 EP - 201 JF - Organic letters JO - Org Lett VL - 11 IS - 22 N2 - The rhodium-catalyzed oxidative 1:2 coupling reactions of arylboronic acids with alkynes effectively proceeds in the presence of a copper-air oxidant to produce the corresponding annulated products. Of special note, anthracene derivatives can be obtained selectively from 2-naphthylboronic acids. SN - 1523-7052 UR - https://www.unboundmedicine.com/medline/citation/19831368/Synthesis_of_highly_substituted_naphthalene_and_anthracene_derivatives_by_rhodium_catalyzed_oxidative_coupling_of_arylboronic_acids_with_alkynes_ L2 - https://doi.org/10.1021/ol9021172 DB - PRIME DP - Unbound Medicine ER -