Tang Chenghao, Cai Hui, Song Chaoyang, Wang Xiang, Jin Zhichao, Li Tingting
National Key Laboratory of Green Pesticide, Key Laboratory of Green Pesticide and Agricultural Bioengineering, Ministry of Education, Center for R&D of Fine Chemicals of Guizhou University, Guiyang, Guizhou 550025, China.
School of Life and Health Science, Kaili University, Kaili, Guizhou 556011, China.
Org Lett. 2024 Mar 8;26(9):1787-1791. doi: 10.1021/acs.orglett.3c04266. Epub 2024 Feb 23.
The first carbene-catalyzed regio- and enantioselective indole C7-alkylation reaction between 4-aminoindoles and α-bromoenals is disclosed. The corresponding indole products could be obtained in moderate to good yields with good to excellent enantioselectivities. The evaluation of antibacterial activity against revealed that nine of the C7-functionalized indoles exhibited superior inhibitory activities compared to the positive controls TC and BT. Our approach provides an efficient strategy to introduce a chiral chain into the C7 position of indole compounds, with potential applications evaluated in pesticide development.
首次公开了卡宾催化的4-氨基吲哚与α-溴代烯醛之间的区域和对映选择性吲哚C7-烷基化反应。相应的吲哚产物能够以中等至良好的产率和良好至优异的对映选择性得到。针对……的抗菌活性评估表明，与阳性对照TC和BT相比，九种C7-官能化吲哚表现出优异的抑制活性。我们的方法提供了一种将手性链引入吲哚化合物C7位的有效策略，其在农药开发中的潜在应用也得到了评估。
