Skip to main content
. Author manuscript; available in PMC: 2020 Jan 11.
Published in final edited form as: Tetrahedron. 2018 Nov 28;75(2):187–191. doi: 10.1016/j.tet.2018.11.040

Table 1:

Optimization table for Kumada coupling with 9,12-I2-oCB or 9,12-Br2-oCB and EtMgBr. % Conv. indicates the % of 9,12-Et2-oCB present in the crude reaction mixture as determined by GC-MS.

graphic file with name nihms-1516708-t0006.jpg
Entry # X L n Solvent T % Conv. (% Yield)
 1a I XPhos 5 THF 75 2
 2 I XPhos 4.2 1,4-dioxane 65 30
 3 I XPhos 4.2 1,4-dioxane 75 89b (77)
 4 I SPhos 4.2 1,4-dioxane 75 90 b (66)
 5 Br XPhos 4.2 1,4-dioxane 75 0
a

Included 2 mol% CuI additive.

b

Reaction mixture contained 5-10% dehalogenated product by GC-MS.