. Author manuscript; available in PMC: 2011 Dec 22.

Published in final edited form as: Tetrahedron Lett. 2010 Dec 22;51(51):6748–6752. doi: 10.1016/j.tetlet.2010.10.087

Table 4.

Toleration of vinylation reaction to changes in solvent molarity with benzyl 3,5-bis-(benzloxy)-4-bromobenzoate (1)

Entry^a	Time	Molarity	1:3:4^b	Yield of 3^c
18	30 min	0.027 M	7:15:1	n/a
19	30 min	0.091 M	0:1:trace	44
20	30 min	0.18	0:9:1	n/a

9 mol % PdCl₂(dppf)CH₂Cl₂, THF:H₂O (10:1) at 0.051 M, 5 equiv of 2, 3 equiv Cs₂CO₃, 150 °C for 30 min

Determined by ¹H NMR integration of the crude mixture.

Isolated yield.