Wang Chao, Li Qianqian, Wang Shilei, Zhu Gongming, Zhu Anlian, Li Lingjun
Henan Key Laboratory of Organic Functional Molecule and Drug Innovation, Collaborative Innovation Center of Henan Province for Green Manufacturing of Fine Chemicals, School of Chemistry and Chemical Engineering, Key Laboratory of Green Chemical Media and Reactions, Ministry of Education, Henan Normal University Xinxiang Henan 453007 China
RSC Adv. 2021 Nov 25;11(60):38108-38114. doi: 10.1039/d1ra06827j. eCollection 2021 Nov 23.
A new reaction system with CuCl as catalyst, TEA as base and O/chloramine-T as oxidant was developed for one-pot oxidative-coupling to synthesize 5-aryl-1,4-disubstituted 1,2,3-triazoles in this paper. A variety of 5-arylated-1,2,3-triazole compounds could be efficiently prepared directly from the readily accessible organic azides, terminal alkynes and arylboronic acids. Advantages of the method include use of low-cost catalyst, clean oxidant, less-toxic additive, and low reaction temperature. Importantly, due to avoiding harsh strong basic reagents and high temperatures, the presented method can offer mild conditions for multi-component synthesis of 5-aryl-1,2,3-triazoles from the designed structurally complicated alkynyl or azide donors bearing natural product motifs and sensitive functional groups.
本文开发了一种以氯化铜为催化剂、三乙胺为碱、N-氯代对甲苯磺酰胺为氧化剂的新型反应体系，用于一锅法氧化偶联合成5-芳基-1,4-二取代-1,2,3-三唑。多种5-芳基化-1,2,3-三唑化合物可直接由易于获得的有机叠氮化物、末端炔烃和芳基硼酸高效制备。该方法的优点包括使用低成本催化剂、清洁的氧化剂、低毒添加剂以及较低的反应温度。重要的是，由于避免了苛刻的强碱性试剂和高温，该方法可为从带有天然产物基序和敏感官能团的结构复杂的炔基或叠氮化物供体多组分合成5-芳基-1,2,3-三唑提供温和的条件。
