期刊
CHEMISTRY-A EUROPEAN JOURNAL
卷 26, 期 64, 页码 14565-14569出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.202003003
关键词
2; 3-dihydroquinolin-4(1H)-ones; alkenes; carbonylation; palladium catalyst; regioselectivity
资金
- National Natural Science Foundation of China [21772177]
- Zhejiang Natural Science Fund for Young Scholars [LQ18B020008]
- Zhejiang Sci-Tech University [17062078-Y]
A new procedure on palladium-catalyzed carbonylative cyclization ofN-(2-pyridyl)sulfonyl (N-SO2Py)-2-iodoanilines with terminal alkenes has been developed for the rapid construction of dihydroquinolin-4(1H)-one scaffolds. Enabled by the chelating group and using benzene-1,3,5-triyl triformate (TFBen) as the CO source, both aromatic and aliphatic alkenes were smoothly transformed into the corresponding 2,3-dihydroquinolin-4(1H)-ones in good yields with excellent regioselectivities. Notably, the reaction of aromatic alkenes produces 2-aryl-2,3-dihydroquinolin-4(1H)-ones, while 3-alkyl-2,3-dihydroquinolin-4(1H)-ones were obtained when aliphatic alkenes were used. This protocol has been applied in the synthesis of antitumor agentAas well.
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