科研之友
微信
新浪微博
Facebook
分享链接
摘要
2,6-Dimethyl-3,5-bis(ethoxycarbonyl)-1,4-dihydropyridine (dihydropyridine Hantzsch ester, DHPHE) and CuSO4<bold>5</bold>H2O efficiently accelerated azide-alkyne cycloaddition reactions of both aliphatic and aromatic substrates and gave 1,4-disubstituted 1,2,3-triazoles as the only isomer in good to excellent yields at room temperature with 1mol% of CuSO4<bold>5</bold>H2O/DHPHE (1:1 in molar ratio). The reaction could be carried out smoothly in methanol in air with high efficiency. DHPHE may play multiple important roles in the reaction: a reducing reagent to generate the catalytic center copper(I) from CuSO4, a base to help form the intermediate acetylide, and a ligand to stabilize the catalytic copper(I) species via coordination after being transformed to pyridine derivative. [Supplementary materials are available for this article. Go to the publisher's online edition of Synthetic Communications (R) for the following free supplemental resource(s): Full experimental and spectral details.]
- 出版日期2014-1-2
- 单位武汉大学
