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Formal [4+2] Cycloaddition of Vinyl Benzoxazinones with Oxazol‐5‐(4 H )‐Ones for Diastereoselective Construction of 3,4‐Disubstituted Dihydro‐2(1 H )‐Quinolinones
Author(s) -
Zhao HongWu,
Ding WanQiu,
Guo JiaMing,
Wang LiRu,
Song XiuQing,
Fan XiaoZu,
Tang Zhe,
Wu HuiHui,
Bi XiaoFan
Publication year - 2019
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201900560
Subject(s) - chemistry , cycloaddition , organic chemistry , stereochemistry , medicinal chemistry , combinatorial chemistry , catalysis
Catalyzed by Pd 2 (dba) 3 . CHCl 3 and PPh 3 , the formal [4+2] cycloaddition between vinyl benzoxazinones and oxazol‐5‐(4 H )‐ones proceeded readily and delivered 3,4‐disubstituted dihydro‐2(1 H )‐quinolinones in the reasonable chemical yields with excellent diastereoselectivities. The relative stereochemical configuration of the title products was unambiguously characterized with the use of X‐ray diffraction analysis.