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Stereoselective synthesis of 3-alkylideneoxindoles by rhodium-catalyzed cyclization reaction of 2-alkynylaryl isocyanates with aryl- and alkenylboronic acids.
Org Lett. 2007 Nov 22; 9(24):5075-7.OL

Abstract

The rhodium-catalyzed cyclization reaction of 2-alkynylaryl isocyanates with aryl- and alkenylboronic acids furnishes 3-alkylideneoxindoles in a stereoselective manner. The reaction allows arrangement of various substituents on the exocyclic double bond and aromatic ring with wide functional tolerance.

Authors+Show Affiliations

Miura T
Department of Synthetic Chemistry and Biological Chemistry, Kyoto University, Katsura, Kyoto 615-8510, Japan.
Takahashi Y
No affiliation info available
Murakami M
No affiliation info available

MeSH

Boronic AcidsCatalysisCyclizationIndolesIsocyanatesMolecular StructureRhodiumStereoisomerism

Pub Type(s)

Journal Article
Research Support, Non-U.S. Gov't

Language

eng

PubMed ID

17958437

Citation

Miura, Tomoya, et al. "Stereoselective Synthesis of 3-alkylideneoxindoles By Rhodium-catalyzed Cyclization Reaction of 2-alkynylaryl Isocyanates With Aryl- and Alkenylboronic Acids." Organic Letters, vol. 9, no. 24, 2007, pp. 5075-7.
Miura T, Takahashi Y, Murakami M. Stereoselective synthesis of 3-alkylideneoxindoles by rhodium-catalyzed cyclization reaction of 2-alkynylaryl isocyanates with aryl- and alkenylboronic acids. Org Lett. 2007;9(24):5075-7.
Miura, T., Takahashi, Y., & Murakami, M. (2007). Stereoselective synthesis of 3-alkylideneoxindoles by rhodium-catalyzed cyclization reaction of 2-alkynylaryl isocyanates with aryl- and alkenylboronic acids. Organic Letters, 9(24), 5075-7.
Miura T, Takahashi Y, Murakami M. Stereoselective Synthesis of 3-alkylideneoxindoles By Rhodium-catalyzed Cyclization Reaction of 2-alkynylaryl Isocyanates With Aryl- and Alkenylboronic Acids. Org Lett. 2007 Nov 22;9(24):5075-7. PubMed PMID: 17958437.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Stereoselective synthesis of 3-alkylideneoxindoles by rhodium-catalyzed cyclization reaction of 2-alkynylaryl isocyanates with aryl- and alkenylboronic acids. AU - Miura,Tomoya, AU - Takahashi,Yusuke, AU - Murakami,Masahiro, Y1 - 2007/10/25/ PY - 2007/10/26/pubmed PY - 2008/1/26/medline PY - 2007/10/26/entrez SP - 5075 EP - 7 JF - Organic letters JO - Org Lett VL - 9 IS - 24 N2 - The rhodium-catalyzed cyclization reaction of 2-alkynylaryl isocyanates with aryl- and alkenylboronic acids furnishes 3-alkylideneoxindoles in a stereoselective manner. The reaction allows arrangement of various substituents on the exocyclic double bond and aromatic ring with wide functional tolerance. SN - 1523-7060 UR - https://www.unboundmedicine.com/medline/citation/17958437/Stereoselective_synthesis_of_3_alkylideneoxindoles_by_rhodium_catalyzed_cyclization_reaction_of_2_alkynylaryl_isocyanates_with_aryl__and_alkenylboronic_acids_ L2 - https://doi.org/10.1021/ol7024185 DB - PRIME DP - Unbound Medicine ER -