1915-92-0Relevant academic research and scientific papers
Mono/Dual Amination of Phenols with Amines in Water
Liang, Wanyi,Xie, Feng,Yang, Zhihai,Zeng, Zheng,Xia, Chuanjiang,Li, Yibiao,Zhu, Zhongzhi,Chen, Xiuwen
, p. 8291 - 8295 (2020)
We herein describe a practical direct amination of phenols through a palladium-catalyzed hydrogen-transfer-mediated activation method to synthesize the secondary and tertiary amines. In this conversion, environmentally friendly water and inexpensive ammonium formate were used as solvent and reductant, respectively. A range of amines, including aliphatic amines, aniline, secondary amines, and diamines, could be coupled effectively by this method to achieve mono/dual amination and cyclization of phenols. This study not only provides a green and mild strategy for the synthesis of secondary and tertiary naphthylamines but also expands the synthesis of chloroquine in organic chemistry.
Process for the preparation of 4-amino-chloroquinolines
-
, (2008/06/13)
4-Amino-chloroquinolines of the formula: STR1 in which R1 represents a hydrogen atom or an alkyl radical (1 to 5 carbon atoms), and R2 represents an alkyl radical (1 to 5 carbon atoms) optionally substituted by a dialkylamino group, or a phenyl radical optionally substituted by one or more carboxy and hydroxy radicals and alkyl radicals (1 to 4 carbon atoms) optionally substituted by a dialkylamino group, are prepared by the condensation of an amine of the formula: STR2 with a chloro-1,2,3,4-tetrahydroquinolin-4-one of the formula: STR3 with aromatization of the tetrahydroquinoline, the reaction being carried out in the presence of a ruthenium based catalyst on a support. The 4-amino-chloroquinoline products are useful as pharmaceuticals.
