“On water” sp3–sp2 cross-couplings between benzylic and alkenyl halides
- 12 April 2011
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Chemical Communications
- Vol. 47 (20) , 5717-5719
Abstract
Organic-solvent-free cross-couplings between benzylic and alkenyl halides have been developed. Various alkenyl halides can be efficiently benzylated by combining the precursor halides in the presence of Zn dust and a Pd catalyst at room temperature, in water as the only medium.Keywords
This publication has 39 references indexed in Scilit:
- Stereoselective Negishi-like Couplings Between Alkenyl and Alkyl Halides in Water at Room TemperatureOrganic Letters, 2010
- Cross-couplings between benzylic and aryl halides “on water”: synthesis of diarylmethanesChemical Communications, 2009
- Zn-Mediated, Pd-Catalyzed Cross-Couplings in Water at Room Temperature Without Prior Formation of Organozinc ReagentsJournal of the American Chemical Society, 2009
- Selective double Suzuki cross-coupling reactions. Synthesis of unsymmetrical diaryl (or heteroaryl) methanesTetrahedron Letters, 2003
- Highly Active Catalyst for the Heterogeneous Suzuki−Miyaura Reaction: Assembled Complex of Palladium and Non-Cross-Linked Amphiphilic PolymerThe Journal of Organic Chemistry, 2003
- Cross-coupling reactions with boronic acids in water catalysed by oxime-derived palladacyclesJournal of Organometallic Chemistry, 2002
- Palladium catalyzed cross-coupling between phenyl- or naphthylboronic acids and benzylic bromidesTetrahedron Letters, 1999
- The Cation−π InteractionChemical Reviews, 1997
- The palladium-catalyzed cross-coupling reaction of 1-alkenylboranes with allylic or benzylic bromides. Convenient syntheses of 1,4-alkadienes and allybenzenes from alkynes via hydroborationTetrahedron Letters, 1980
- Selective carbon-carbon bond formation via transition metal catalysis. 3. A highly selective synthesis of unsymmetrical biaryls and diarylmethanes by the nickel- or palladium-catalyzed reaction of aryl- and benzylzinc derivatives with aryl halidesThe Journal of Organic Chemistry, 1977