Suzuki−Miyaura Cross-Coupling Reactions of Benzyl Halides with Potassium Aryltrifluoroborates
- 1 November 2006
- journal article
- research article
- Published by American Chemical Society (ACS) in The Journal of Organic Chemistry
- Vol. 71 (24) , 9198-9202
- https://doi.org/10.1021/jo061699f
Abstract
The palladium-catalyzed cross-coupling of potassium aryltrifluoroborates with benzylic halides occurs in good yield with high functional group tolerance. The increased stability of potassium aryltrifluoroborates compared to other boron coupling partners makes this an effective route to functionalized methylene-linked biaryl systems.Keywords
This publication has 38 references indexed in Scilit:
- Synthesis of Unsaturated Organotrifluoroborates via Wittig and Horner−Wadsworth−Emmons OlefinationThe Journal of Organic Chemistry, 2006
- Synthesis of Functionalized Organotrifluoroborates via the 1,3-Dipolar Cycloaddition of AzidesOrganic Letters, 2006
- Catalysts for Suzuki−Miyaura Coupling Processes: Scope and Studies of the Effect of Ligand StructureJournal of the American Chemical Society, 2005
- Catalysts for Cross‐Coupling Reactions with Non‐activated Alkyl HalidesAngewandte Chemie International Edition in English, 2005
- Rhodium-Catalyzed Tandem Cyclization: Formation of 1H-Indenes and 1-Alkylideneindans from Arylboronate Esters in Aqueous MediaThe Journal of Organic Chemistry, 2004
- Potassium Alkenyl- and Aryltrifluoroborates: Stable and Efficient Agents for Rhodium-Catalyzed Addition to Aldehydes and EnonesOrganic Letters, 1999
- Asymmetric Memory at Labile, Stereogenic Boron: Enolate Alkylation of OxazaborolidinonesJournal of the American Chemical Society, 1999
- Copper-Catalyzed SN2′-Selective Cross Coupling Reaction Between Grignard Reagents and Allylic PhosphatesSynlett, 1993
- A New and Efficient Synthesis of 5-Alkylresorcinol Dimethyl EthersSynthesis, 1983
- Halopolycarbon homologationJournal of the American Chemical Society, 1974