Heck non-terminal vinyl
SMARTS: [#6;c,$(C(=O)O),$(C#N):3][#6:2]([#6:5])=[#6;H1;$([#6][#6]):1].[#6;$([#6]=[#6]),$(c:c):4][Cl,Br,I]>>[#6:4][#6;H0:1]=[#6:2]([#6:5])[#6:3]
Conditions
Reactant 1: alkene.
Reactant 2: unsaturated halide.
R1: aryl, COO, CN. R2: aryl, vinyl. R3, R4: alkyl. X: Cl, Br, I.
References
Heck, R. F. J. Am. Chem. Soc., 1968, 90, 5518–5526.
Heck, R. F.; Nolley, J. P. J. Org. Chem., 1972, 37, 2320–2322.
Dieck, H. A.; Heck, R. F. J. Am. Chem. Soc., 1974, 96, 1133–1136.
M. L. Kantam, P. Srinivas, J. Yadav, P. R. Likhar, S. Bhargava, J. Org. Chem., 2009, 74, 4882-4885.
Other sources
Organic chemistry
Wikipedia