Negishi
Additional step: formation of Zn halide
SMARTS: [#6;$([#6]~[#6]);!$([#6]~[S,N,O,P]):1][Cl,Br,I].[Cl,Br,I][#6;$([#6]~[#6]);!$([#6]~[S,N,O,P]):2]>>[#6:2][#6:1]
Conditions
Reactant 1: organohalide.
Reactant 2: organozinc.
R1: aryl, alkyl, alkenyl. R2: aryl, alkyl, alkenyl, benzyl. X: Cl, Br, I
References
King, A. O.; Okukado, N.; Negishi, E. J. Chem. Soc., Chem. Commun. 1977 683–684.
Other sources
Organic chemistry
Wikipedia
Organic reaction