Chemoselective debenzylation of N-benzyl tertiary amines with ceric ammonium nitrate
作者:Steven D. Bull、Stephen G. Davies、Garry Fenton、Andrew W. Mulvaney、R. Shyam Prasad、Andrew D. Smith
DOI:10.1039/b006852g
日期:——
Treatment of a range of N-benzyl tertiary amines with aqueous ceric ammonium nitrate results in N-debenzylation to afford the corresponding secondary amine. Chemoselective mono-N-debenzylation of N-benzyl tertiary amines is shown to occur in the presence of N-benzyl amides, O-benzyl ethers, O-benzyl esters, O-benzyl phenolates and S-benzyl ethers.
将一系列N-苄基三级胺与水合铈铵硝酸盐反应,结果发生N-去苄基化,得到相应的二级胺。在N-苄基酰胺、O-苄基醚、O-苄基酯、O-苄基酚酸盐和S-苄基醚存在的情况下,显示出N-苄基三级胺的化学选择性单N-去苄基化反应的发生。