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Palladium‐Catalyzed Olefination of 4H‐Benzo[d][1,3]oxazin‐4‐one Derivatives with Activated Alkenes via Preferential Cyclic Imine‐N‐Directed Aryl C‐H Activation
Author(s) -
Panja Subir,
Maity Srabani,
Majhi Biju,
Ranu Brindaban C.
Publication year - 2019
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201900935
Subject(s) - chemistry , palladium , imine , catalysis , aryl , chelation , selectivity , combinatorial chemistry , medicinal chemistry , stereochemistry , organic chemistry , alkyl
A palladium‐catalyzed chelation‐assisted selective ortho C‐H bond olefination of biologically active 4H‐benzo[ d ][1,3] oxazin‐4‐one derivatives with activated olefins has been achieved. The products are obtained in good yields with high regio‐ and stereoselectivities. This new protocol has been demonstrated to provide a variety of olefinated‐4H‐benzo[d][1,3]oxazin‐4‐one derivatives. The site selectivity of the reaction was explained by a DFT study.