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Efficient Palladium‐Catalyzed Aerobic Arylative Carbocyclization of Enallenynes
Author(s) -
Liu Jie,
Ricke Alexander,
Yang Bin,
Bäckvall JanE.
Publication year - 2018
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201810501
Subject(s) - catalysis , palladium , chemistry , bifunctional , combinatorial chemistry , aryl , transformation (genetics) , oxidative phosphorylation , organic chemistry , biochemistry , alkyl , gene
Herein, we communicate a selective and efficient protocol for oxidative arylating carbocyclization of enallenynes using O 2 as the oxidant. The key to success for this aerobic transformation is the application of a specific electron transfer mediator (ETM), a bifunctional catalyst consisting of a metal‐macrocycle and quinone moieties. This catalyst significantly facilitates the reoxidation of Pd 0 to Pd II under atmospheric pressure of O 2 . Diverse functionalized enallenynes react with aryl boronic acids to afford the corresponding cyclic tetraenes in moderate to good yields.