Kamijo Shin, Jin Tienan, Huo Zhibao, Yamamoto Yoshinori
Research Center for Sustainable Materials Engineering, Institute of Multidisciplinary Research for Advanced Materials, Graduate School of Science, Tohoku University, Sendai 980-8578, Japan.
J Am Chem Soc. 2003 Jul 2;125(26):7786-7. doi: 10.1021/ja034191s.
The synthesis of triazoles via the three-component coupling reaction of unactivated terminal alkynes, allyl carbonate, and trimethylsiyl azide under the Pd(0)-Cu(I) bimetallic catalyst is developed. The reaction most probably proceeds through the formation of a pi-allylpalladium azide complex and a copper-acetylide followed by a successive [3 + 2] cycloaddition. The deallylation of the resulting allyltriazoles proceeds very easily by the Ru-catalyzed isomerization followed by the ozonolysis of the resulting propenyltriazoles to give the triazoles in high yields.
通过在钯（0）-铜（I）双金属催化剂作用下，未活化的末端炔烃、碳酸烯丙酯和三甲基硅基叠氮化物的三组分偶联反应来合成三唑。该反应很可能通过形成π-烯丙基钯叠氮络合物和炔铜，然后依次进行[3 + 2]环加成反应来进行。所得烯丙基三唑的脱烯丙基反应通过钌催化的异构化反应很容易进行，随后对所得丙烯基三唑进行臭氧分解，从而以高产率得到三唑。
