Palladium-catalyzed aromatic C-H bond nitration using removable directing groups: regiospecific synthesis of substituted o-nitrophenols from related phenols.
A general and regiospecific transformation of substituted phenols into the related o-nitrophenols has been achieved via a three-step process involving the palladium-catalyzed chelation-assisted ortho-C-H bond nitration as the key step. In the process, 2-pyridinyloxy groups act as removable directing groups for the palladium-catalyzed ortho-nitration of substituted 2-phenoxypridines, and they can be readily removed in the subsequent conversion of the resulting 2-(2-nitrophenoxy)pyridines into 2-nitrophenols.
State Key Laboratory Breeding Base of Green Chemistry-Synthesis Technology, College of Chemical Engineering, Zhejiang University of Technology , Hangzhou 310014, People's Republic of China.
Wei
W
Zhang
Jian
J
Zhang
Shaobo
S
Ren
Yunkui
Y
Liu