Double heteroatom functionalization of arenes using benzyne three-component coupling.
Double heteroatom functionalization of arenes using benzyne three-component coupling.
复制标题
DOI：
10.1002/anie.201410751
复制
发表时间：
2015-02-09
期刊：
影响因子：
--
通讯作者：
Greaney MF
中科院分区：
文献类型：
--
作者：
García-López JA;Çetin M;Greaney MF
芳烃参与与N、S、P和Se官能团的三组分偶联反应，生成1，2-杂原子双官能团芳烃。使用2-碘苯基芳基磺酸盐作为苯炔前驱体，我们可以有效地在应变的三键上添加磁化的S-、Se-和N-亲核成分。在同一锅中，加入亲电性的N、S或P试剂和铜(I)催化剂捕获中间体芳基格氏芳烃，生成各种1，2-二官能化芳烃。
Arynes participate in three‐component coupling reactions with N, S, P, and Se functionalities to yield 1,2‐heteroatom‐difunctionalized arenes. Using 2‐iodophenyl arylsulfonates as benzyne precursors, we could effectively add magnesiated S‐, Se‐, and N‐nucleophilic components to the strained triple bond. In the same pot, addition of electrophilic N, S, or P reagents and a copper(I) catalyst trapped the intermediate aryl Grignard to produce a variety of 1,2‐difunctionalized arenes.