Heterocyclic Synthesis Through C-N Bond Formation with Carbon Dioxide

2016 ◽  
pp. 435-453
Author(s):  
Qing-Wen Song ◽  
Liang-Nian He
2018 ◽  
Author(s):  
Mohit Kapoor ◽  
Pratibha Chand-Thakuri ◽  
Michael Young

Carbon-carbon bond formation by transition metal-catalyzed C–H activation has become an important strategy to fabricate new bonds in a rapid fashion. Despite the pharmacological importance of <i>ortho</i>-arylbenzylamines, however, effective <i>ortho</i>-C–C bond formation from C–H bond activation of free primary and secondary benzylamines using Pd<sup>II</sup> remains an outstanding challenge. Presented herein is a new strategy for constructing <i>ortho</i>-arylated primary and secondary benzylamines mediated by carbon dioxide (CO<sub>2</sub>). The use of CO<sub>2</sub> is critical to allowing this transformation to proceed under milder conditions than previously reported, and that are necessary to furnish free amine products that can be directly used or elaborated without the need for deprotection. In cases where diarylation is possible, a chelate effect is demonstrated to facilitate selective monoarylation.


2011 ◽  
Vol 15 (5) ◽  
pp. 621-646 ◽  
Author(s):  
Jing-Lun Wang ◽  
Cheng-Xia Miao ◽  
Xiao-Yong Dou ◽  
Jian Gao ◽  
Liang-Nian He

2018 ◽  
Vol 24 (18) ◽  
pp. 4710-4717 ◽  
Author(s):  
Glenn B. S. Miller ◽  
Einar Uggerud

Molecules ◽  
2019 ◽  
Vol 24 (1) ◽  
pp. 182 ◽  
Author(s):  
Jing-Yuan Li ◽  
Qing-Wen Song ◽  
Kan Zhang ◽  
Ping Liu

From the viewpoint of green chemistry and sustainable development, it is of great significance to synthesize chemicals from CO2 as C1 source through C-N bond formation. During the past several decade years, many studies on C-N bond formation reaction were involved, and many efforts have been made on the theory. Nevertheless, several great challenges such as thermodynamic limitation, low catalytic efficiency and selectivity, and high pressure etc. are still suffered. Herein, recent advances are highlighted on the development of catalytic methods for chemical fixation of CO2 to various chemicals through C-N bond formation. Meanwhile, the catalytic systems (metal and metal-free catalysis), strategies and catalytic mechanism are summarized and discussed in detail. Besides, this review also covers some novel synthetic strategies to urethanes based on amines and CO2. Finally, the regulatory strategies on functionalization of CO2 for N-methylation/N-formylation of amines with phenylsilane and heterogeneous catalysis N-methylation of amines with CO2 and H2 are emphasized.


Sign in / Sign up

Export Citation Format

Share Document