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. Author manuscript; available in PMC: 2009 Dec 15.
Published in final edited form as: Tetrahedron Lett. 2008 Dec 15;49(51):7307–7310. doi: 10.1016/j.tetlet.2008.10.039

Table 4.

One-pot tandem reactions; oxidative cross-coupling of 7 with 2-cyclohexen-1-one and Suzuki reaction with various aryl boronic acids.

graphic file with name nihms80640f6.jpg
entry arylboronic acid product yield (%)c entry arylboronic acid product yield (%)c
1 graphic file with name nihms80640t9.jpg graphic file with name nihms80640t10.jpg 67 6 graphic file with name nihms80640t11.jpg graphic file with name nihms80640t12.jpg 78
2 graphic file with name nihms80640t13.jpg graphic file with name nihms80640t14.jpg 60 7 graphic file with name nihms80640t15.jpg graphic file with name nihms80640t16.jpg 63
3 graphic file with name nihms80640t17.jpg graphic file with name nihms80640t18.jpg 51 8 graphic file with name nihms80640t19.jpg graphic file with name nihms80640t20.jpg 30
4 graphic file with name nihms80640t21.jpg graphic file with name nihms80640t22.jpg 59 9 graphic file with name nihms80640t23.jpg graphic file with name nihms80640t24.jpg 48
5 graphic file with name nihms80640t25.jpg graphic file with name nihms80640t26.jpg 77
a

All reactions were carried out with 4-Iodophenylboronic acid (1.0 mmol), 2-cyclohexen-1-one (2.0 mmol), Pd(OAc)2 (10 mol%), and dmphen (11 mol%)

in DMF (2.5 mL).

b

Arylboronic acid (1.2 mmol) and NaOH (2.0 mmol).

c

Isolated yields.