期刊
GREEN CHEMISTRY
卷 22, 期 23, 页码 8414-8422出版社
ROYAL SOC CHEMISTRY
DOI: 10.1039/d0gc02890h
关键词
-
资金
- New Energy and Industrial Technology Development Organization (NEDO) [JPNP16010]
A catalyst composed of commercially available Zn(OAc)(2) and 1,10-phenanthroline (phen) was effective in the N-formylation/N-methylation of amines using CO2 as the C1 source in the presence of hydrosilanes. An equimolar reaction of N-methylaniline with PhSiH3 under a CO2 atmosphere yielded the N-formylation product in 92% yield at 25 degrees C. Scale-up of the reaction using 10 mmol substrate was also successful in affording the desired product in 83% yield (1.1 g). This catalyst exhibits a high thermal stability and a turnover number (TON) of 385 000 at 150 degrees C. In addition, the reaction of N-methylaniline in the presence of excess Ph2SiH2 produced N,N-dimethylaniline. Furthermore, our catalytic protocol was developed for the N-formylation of amides and carbamates, which have smaller pK(a) values and lower reactivities than the corresponding amines. The present Zn(OAc)(2)/phen catalyst was found to show versatility in the conversion of CO2 and amines into several functionalized organic chemicals under mild conditions. We propose that the basic counter anion (i.e., the acetate) of the catalyst activates both the Si-H and N-H bonds.
作者
我是这篇论文的作者
点击您的名字以认领此论文并将其添加到您的个人资料中。
推荐
暂无数据