87059-84-5Relevant articles and documents
Cu(II)-Catalyzed ortho-Selective Aminomethylation of Phenols
Dai, Jin-Ling,Shao, Nan-Qi,Zhang, Jin,Jia, Run-Ping,Wang, Dong-Hui
supporting information, p. 12390 - 12393 (2017/09/23)
A Cu(II)-catalyzed ortho-selective functionalization of free phenols with trifluoroborates to afford Csp2-Csp3 coupling products under mild conditions has been developed. A variety of functional groups on the phenol and the potassium aminomethyltrifluoroborate substrates were found compatible, furnishing the corresponding products in moderate to excellent yields. A single-electron transfer radical coupling mechanism involving a six-membered transition state is proposed to rationalize the high levels of ortho-selectivity in the reaction. This protocol provides straightforward access to ortho-aminomethyl-substituted phenols, unnatural amino acids and other bioactive small molecules.