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Iron-catalyzed enyne cross-coupling reaction.
Org Lett. 2008 Dec 04; 10(23):5341-4.OL

Abstract

In the presence of 0.5-1 mol % of FeCl(3) with lithium bromide as a crucial additive, alkynyl Grignard reagents, prepared from the corresponding alkynes and methylmagnesium bromide, react with alkenyl bromides or triflates to give the corresponding conjugated enynes in high to excellent yields. The reaction shows wide applicability to various terminal alkynes and alkenyl electrophiles.

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Publisher Full Text (DOI)

Authors+Show Affiliations

Hatakeyama T
International Research Center for Elements Science, Institute for Chemical Research, Kyoto University, Uji, Kyoto, 611-0011, Japan.
Yoshimoto Y
No affiliation info available
Gabriel T
No affiliation info available
Nakamura M
No affiliation info available

MeSH

AlkenesAlkynesBromidesCatalysisIndicators and ReagentsIronStyrene

Pub Type(s)

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

Language

eng

PubMed ID

18986153

Citation

Hatakeyama, Takuji, et al. "Iron-catalyzed Enyne Cross-coupling Reaction." Organic Letters, vol. 10, no. 23, 2008, pp. 5341-4.
Hatakeyama T, Yoshimoto Y, Gabriel T, et al. Iron-catalyzed enyne cross-coupling reaction. Org Lett. 2008;10(23):5341-4.
Hatakeyama, T., Yoshimoto, Y., Gabriel, T., & Nakamura, M. (2008). Iron-catalyzed enyne cross-coupling reaction. Organic Letters, 10(23), 5341-4. https://doi.org/10.1021/ol8020226
Hatakeyama T, et al. Iron-catalyzed Enyne Cross-coupling Reaction. Org Lett. 2008 Dec 4;10(23):5341-4. PubMed PMID: 18986153.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Iron-catalyzed enyne cross-coupling reaction. AU - Hatakeyama,Takuji, AU - Yoshimoto,Yuya, AU - Gabriel,Toma, AU - Nakamura,Masaharu, PY - 2008/11/7/pubmed PY - 2010/10/7/medline PY - 2008/11/7/entrez SP - 5341 EP - 4 JF - Organic letters JO - Org Lett VL - 10 IS - 23 N2 - In the presence of 0.5-1 mol % of FeCl(3) with lithium bromide as a crucial additive, alkynyl Grignard reagents, prepared from the corresponding alkynes and methylmagnesium bromide, react with alkenyl bromides or triflates to give the corresponding conjugated enynes in high to excellent yields. The reaction shows wide applicability to various terminal alkynes and alkenyl electrophiles. SN - 1523-7052 UR - https://www.unboundmedicine.com/medline/citation/18986153/Iron_catalyzed_enyne_cross_coupling_reaction_ L2 - https://doi.org/10.1021/ol8020226 DB - PRIME DP - Unbound Medicine ER -