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Efficient Palladium-Catalyzed Aerobic Arylative Carbocyclization of Enallenynes.

ABSTRACT: Herein, we communicate a selective and efficient protocol for oxidative arylating carbocyclization of enallenynes using O₂ 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 Pd⁰ to Pd^II under atmospheric pressure of O₂ . Diverse functionalized enallenynes react with aryl boronic acids to afford the corresponding cyclic tetraenes in moderate to good yields.

SUBMITTER: Liu J

PROVIDER: S-EPMC6471031 | biostudies-literature | 2018 Dec

REPOSITORIES: biostudies-literature

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Efficient Palladium-Catalyzed Aerobic Arylative Carbocyclization of Enallenynes.

Liu Jie J Ricke Alexander A Yang Bin B Bäckvall Jan-E JE

Angewandte Chemie (International ed. in English) 20181120 51

Herein, we communicate a selective and efficient protocol for oxidative arylating carbocyclization of enallenynes using O2 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 Pd0 to PdII under atmospheric pressure of O2 . Diverse functi ...[more]

PMID: 30351460

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