Negishi coupling
Named reactionCross-coupling
The Negishi coupling is a widely employed transition metal catalyzed cross-coupling reaction. The reaction couples organic halides or triflates with organozinc compounds, forming carbon–carbon bonds (C–C) in the process. A palladium (0) species is generally utilized as the catalyst, though nickel is sometimes used. A variety of nickel catalysts in either Ni0 or NiII oxidation state can be employed in Negishi cross couplings such as Ni(PPh3)4, Ni(acac)2, Ni(COD)2 etc.
Checked procedures in Organic Syntheses
- Discussion Addendum for: Synthesis of 4-, 5-, and 6-Methyl-2,2'-Bipyridine by a Negishi Cross-Coupling Strategy: 5-Methyl-2,2'-Bipyridine
- Nickel-catalyzed asymmetric Negishi cross-couplings of racemic secondary allylic chlorides with alkylzincs: (S,E)-ethyl 6-(1,3-dioxolan-2-yl)-4-methylhex-2-enoate
- Nickel-catalyzed enantioselective Negishi cross-couplings of racemic secondary α-bromo amides with alkylzinc reagents: (S)-N-benzyl-7-cyano-2-ethyl-N-phenylheptanamide
- Synthesis of 4-, 5-, and 6-methyl-2,2'-bipyridine by a Negishi cross-coupling strategy: 5-methyl-2,2'-bipyridine
- Synthesis of chiral pyridine bis(oxazoline) ligands for nickel-catalyzed asymmetric Negishi cross-couplings of secondary allylic chlorides with alkylzincs: 2,6-bis[(4R)-4,5-dihydro-4- (2-phenylethyl)-2-oxazolyl]- pyridine