Skip to main content
. Author manuscript; available in PMC: 2015 Jun 1.
Published in final edited form as: Chem Sci. 2014 Mar 26;5(6):2383–2391. doi: 10.1039/C3SC53526F

Table 4.

Scope of Pd-catalyzed aldimine 1′ with aryl bromidesa,b

graphic file with name nihms613144u5.jpg
Entry graphic file with name nihms613144u6.jpg Ar’–Br μ-OMs dimer/NIXANTHPOS (mol%) Yield (%)
1 graphic file with name nihms613144t22.jpg
1a
graphic file with name nihms613144t23.jpg 2.5/5 94 (3ab)
2 graphic file with name nihms613144t24.jpg
1a
graphic file with name nihms613144t25.jpg 2.5/5 80 (3ae)
3 graphic file with name nihms613144t26.jpg
1i
graphic file with name nihms613144t27.jpg 2.5/5 91 (3ia)
4 graphic file with name nihms613144t28.jpg
1h
graphic file with name nihms613144t29.jpg 5/10 77 (3aj)
5 graphic file with name nihms613144t30.jpg
1l
graphic file with name nihms613144t31.jpg 2.5/5 85c (3la)
a

Reactions conducted on a 0.1 mmol scale using 2 equiv. of aldimine, 3 equiv. of NaN(SiMe3)2, and 1 equiv. of aryl bromide at 0.1 M. Base was added portionwise with speed 0.1 mL per 30 min.

b

Isolated yield after chromatographic purification.

c

THF, 3 h.