He Xinwei, Li Ruxue, Choy Pui Ying, Liu Tianyi, Wang Junya, Yuen On Ying, Leung Man Pan, Shang Yongjia, Kwong Fuk Yee
State Key Laboratory of Synthetic Chemistry and Department of Chemistry, The Chinese University of Hong Kong, Shatin, New Territories, Hong Kong, China.
Key Laboratory of Functional Molecular Solids, Ministry of Education, Anhui Laboratory of Molecule-Based Materials (State Key Laboratory Cultivation Base), College of Chemistry and Materials Science, Anhui Normal University, Wuhu 241002, China.
Org Lett. 2020 Dec 18;22(24):9444-9449. doi: 10.1021/acs.orglett.0c03374. Epub 2020 Dec 2.
With a tandem DMAP-catalyzed reaction between -AQM, in which it is generated in situ from propargylic amine, and acyl carbene surrogate (from pyridinium ylide), a variety of polyarylated chromenes are assembled in good yields. This process does not require transition-metal catalyst and exhibits easy manipulation of the arene group and good functional group compatibility, particularly the -Br group which can be further transformed to other functionalities by cross-coupling reactions. The modular feature of -AQM substrates and the simple operation procedures add further advantages to this synthetic method.
通过串联DMAP催化反应,在该反应中炔丙胺原位生成-AQM,并与酰基卡宾替代物(来自吡啶叶立德)反应,以良好的产率组装了多种多芳基化色烯。该过程不需要过渡金属催化剂,并且对芳烃基团具有易于操作的特点以及良好的官能团兼容性,特别是-Br基团,它可以通过交叉偶联反应进一步转化为其他官能团。-AQM底物的模块化特征和简单的操作程序为这种合成方法增添了更多优势。