|
|||||
|
|
Synthesis of C2-Functionalized Pyrimidine Derivatives by Using Arynes and Dithiopyrimidines |
|
| Authors: | Chun-Hong Yang Dr Wen-Peng Wang Dr Ming Li Fan Gao Wen Ma Prof Dr Dong-Ping Chen Prof Dr Xi-Cun Wang Prof Dr Zheng-Jun Quan |
| Institution: | 1. College of Chemistry and Chemical Engineering, Northwest Normal University, Lanzhou, 730070 P. R. China
These authors contributed equally to this work.;2. School of chemistry & Chemical Engineering, Lanzhou City University, Lanzhou, 730070 P. R. China These authors contributed equally to this work.;3. College of Chemistry and Chemical Engineering, Northwest Normal University, Lanzhou, 730070 P. R. China |
| Abstract: | C2-functionalized pyrimidine derivative is a family of important nitrogen heterocyclic compounds due to their unique structure and multiple reaction sites. In this work, a novel method for the synthesis of C2-functionalized pyrimidine derivatives through phenylalkynes and pyrimidine disulfides under ambient conditions is proposed. The reaction can be triggered by adding catalytic amounts of cesium fluoride, which is characterized by free-catalyst and special activator. Importantly, this reaction has good compatibility with substrates substituted by electron-donating and electron-withdrawing groups at C4. Density functional theory (DFT) calculations also indicates that the production of C2-functionalized pyrimidine derivatives is more favourable. |
| Keywords: | aryl thiopyrimidine benzyne DFT calculations synthetic methods dithiopyrimidines |