文献类型：期刊文献

英文题名：Enantioselective synthesis of 2-amino-4H-chromene derivatives with antifungal activities on phytopathogenic fungi

作者：Zhang, Man[1,2];Ru, Yifan[1,2];Wang, Shilin[1,2];Fu, Wen[1,2];Li, Tianyu[1,2];Shao, Xusheng[1,2];Li, Zhong[1,2];Yang, Wu-Lin[1,2]

机构：[1]East China Univ Sci & Technol, Shanghai Key Lab Chem Biol, 130 Meilong Rd, Shanghai 200237, Peoples R China;[2]East China Univ Sci & Technol, Sch Pharm, 130 Meilong Rd, Shanghai 200237, Peoples R China

年份：2024

卷号：11

期号：13

起止页码：3692

外文期刊名：ORGANIC CHEMISTRY FRONTIERS

收录：;EI(收录号：20242216152425);WOS:【SCI-EXPANDED(收录号:WOS:001229010700001)，CCR-EXPANDED(收录号:WOS:001229010700001)】；

基金：This work is supported by the National Natural Science Foundation of China (22171081), the Shanghai Rising-Star Program (23QA1402600), the Natural Science Foundation of Shanghai Municipality (23ZR1416700), the Shanghai Agriculture Applied Technology Development Program (T2023309), and Fundamental Research Funds for the Central Universities (JKY01241718). The authors thank the Research Center of Analysis and Test of East China University of Science and Technology for helping with HRMS and NMR analyses.

语种：英文

外文关键词：Fungi - Iridium - Iridium compounds - Lead compounds

摘要：An enantioselective cascade allylation/cyclization reaction of 1-(methylthio)-2-nitroenamines with 2-(1-hydroxyallyl)phenols was accomplished by using a chiral Ir(i) catalyst. A broad range of 2-amino-3-nitro-4H-chromene derivatives were obtained in moderate to high yields (55-99%) with moderate to excellent enantioselectivities (50-99% ee). Meanwhile, enantioenriched 2-amino-3-cyano-4H-chromene derivatives could be readily synthesized by using malononitrile in this cascade reaction. The antifungal activities of 2-amino-4H-chromene derivatives were investigated against four species of phytopathogenic fungi and a novel antifungal lead compound with good antifungal activity against Rhizoctonia solani (EC50 = 17.43 mg L-1) was found.