58864-07-6Relevant academic research and scientific papers
Production of alkoxyl-functionalized cyclohexylamines from lignin-derived guaiacols
Zheng, Bingxiao,Wu, Haihong,Song, Jinliang,Wu, Wei,Mei, Xuelei,Zhang, Kaili,Xu, Caiyun,Xu, Jiao,He, Mingyuan,Han, Buxing
supporting information, p. 8441 - 8447 (2021/11/17)
The transformation of renewable lignin-based platform chemicals into value-added nitrogen-containing compounds is an emerging strategy for lignin utilization. However, multi-reactive sites on these platform chemicals make it challenging to control the product selectivity, thereby resulting in limited success. In this work, we developed the reductive-coupling of guaiacol, a typical lignin-based platform chemical, with amines and H2 to synthesize methoxy-functionalized cyclohexylamines. It was demonstrated that Pd/C was a very efficient catalyst for this kind of reaction, and high yields of the target products can be obtained. Notably, this methodology can be applied for the reductive-coupling of various guaiacol analogues with amines to synthesize alkoxyl-functionalized cyclohexylamines with high yields. A mechanism study revealed that the reaction occurred through the generation of 2-methoxycyclohexanone and its subsequent reductive amination. This journal is
