Suzuki−Miyaura Coupling of NHC−Boranes: A New Addition to the C−C Coupling Toolbox

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• 作者：Julien Monot ; Malika Makhlouf Brahmi ; Shau-Hua Ueng ; Carine Robert ; Marine Desage-El Murr ; Dennis P. Curran ; Max Malacria ; Louis Fensterbank ; Emmanuel Lacte
• 刊名：Organic Letters
• 出版年：2009
• 出版时间：November 5, 2009
• 年：2009
• 卷：11
• 期：21
• 页码：4914-4917
• 全文大小：167K
• 年卷期：v.11,no.21(November 5, 2009)
• ISSN：1523-7052

文摘

Complexes of triaryl- and trialkylboranes with N-heterocyclic carbenes (NHCs) participate in Suzuki−Miyaura cross-coupling reactions and provide coupled products in good yields under base-free conditions. The reaction can be applied to Csp²−Csp² and Csp²−Csp³ carbon−carbon bond formation with triflates, iodides, bromides, and chlorides. These results enrich the utility of NHC−borane complexes, which can be added to the toolkit of Suzuki−Miyaura cross-couplings, along with boronic acids and organotrifluoroborates.