Department of Chemistry, Duke University , Durham, North Carolina 27708, United States.
Org Lett. 2016 Oct 7;18(19):5118-5121. doi: 10.1021/acs.orglett.6b02550. Epub 2016 Sep 8.
Arylation, vinylation, and alkynylation of electron-deficient arenes and heteroarenes have been achieved by chemoselective C-H zincation followed by copper-catalyzed coupling reactions using iodonium salts. This approach offers a direct and general access to a wide scope of (hetero)biaryls as well as alkenylated and alkynylated heteroarenes under mild conditions. It is particularly useful and valuable for the rapid and modular synthesis of diverse (hetero)aryl compounds, as demonstrated in the synthesis of transient receptor potential vanilloid 1 (TRPV1) antagonists and angiotensin II receptor type 1 (AT1 receptor) antagonists.
通过选择性 C-H 锌化反应，然后使用碘鎓盐进行铜催化偶联反应，实现了缺电子芳烃和杂芳烃的芳基化、乙烯基化和炔基化。该方法在温和条件下提供了直接且通用的方法来制备广泛范围的（杂）联芳烃以及烯基化和炔基化杂芳烃。它在快速和模块化合成各种（杂）芳基化合物方面特别有用和有价值，如在瞬态受体电位香草素 1（TRPV1）拮抗剂和血管紧张素 II 受体 1（AT1 受体）拮抗剂的合成中得到了证明。
