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. 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 5.

Telescoped imine synthesis and cross-couplinga,b

graphic file with name nihms613144u7.jpg
Entry Ar–Br Pd(OAc)2 (mol%)/NIXANTPHOS (mol%) Yield (%)
1 graphic file with name nihms613144t32.jpg 5/7.5 90 (3ag)
2 graphic file with name nihms613144t33.jpg 5/7.5 92 (3ab)
3 graphic file with name nihms613144t34.jpg 5/7.5 63 (3ae)
a

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

b

Isolated yield after chromatographic purification.