Rhodium(I)-Catalyzed Decarbonylative Aerobic Oxidation of Cyclic α-Diketones: A Regioselective Single Carbon Extrusion Strategy

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초록

A rhodium-catalyzed decarbonylative aerobic oxidation of cyclic α-diketones has been developed for the first time, where the regioselective formations of α-pyrones and isocoumarins have been achieved. The current decarbonylative aerobic oxidation pathway proceeds via the C–C bond cleavage followed by a C–O bond formation, representing a biomimetic oxidation approach to unsaturated six-membered cyclic lactones. The unique ability of rhodium catalysts to induce the decarbonylative aerobic oxidation opens up a new synthetic toolbox that utilizes the “regioselective single carbon” extrusion strategy.

키워드

C-C ACTIVATION; RH-CATALYZED CARBOACYLATION; REDOX-ACTIVE LIGANDS; KHAND-TYPE REACTION; BOND ACTIVATION; ARYL KETONES; CONJUGATED YNONES; CLEAVAGE; ALDEHYDES; BENZOCYCLOBUTENONES
제목
Rhodium(I)-Catalyzed Decarbonylative Aerobic Oxidation of Cyclic α-Diketones: A Regioselective Single Carbon Extrusion Strategy
저자
Golime, Gangadhararao; Kim, Hun Young; Oh, Kyungsoo
DOI
10.1021/acs.orglett.7b03837
발행일
2018-02
유형
Article
저널명
Organic Letters
권
20
호
4
페이지
942 ~ 945