Palladium-Catalyzed Carbonylative Cyclization of Aryl Alkenes/Alkenols: A New Reaction Mode for the Synthesis of Electron-Rich Chromanes

Palladium-Catalyzed Carbonylative Cyclization of Aryl Alkenes/Alkenols: A New Reaction Mode for the Synthesis of Electron-Rich Chromanes

The Pd(II)-catalyzed intramolecular carbonylative cyclization reaction of aryl alkenes and aryl alkenols is reported for the synthesis of structurally diverse chromanes. PdCl2(CH3CN)2 was used as the catalyst and CuCl2 as the oxidant under the balloon pressure of CO. The reaction is conducted under...

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Veröffentlicht in:Organic letters 2015-03, Vol.17 (5), p.1240-1243
Hauptverfasser: Li, Shuang, Li, Fuzhuo, Gong, Jianxian, Yang, Zhen
Format: Artikel
Sprache:eng
Schlagworte:
Alkenes - chemistry
Catalysis
Chromans - chemical synthesis
Chromans - chemistry
Copper - chemistry
Cyclization
Electrons
Esters
Lactones - chemistry
Molecular Structure
Oxidation-Reduction
Palladium - chemistry
Stereoisomerism
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Zusammenfassung:The Pd(II)-catalyzed intramolecular carbonylative cyclization reaction of aryl alkenes and aryl alkenols is reported for the synthesis of structurally diverse chromanes. PdCl2(CH3CN)2 was used as the catalyst and CuCl2 as the oxidant under the balloon pressure of CO. The reaction is conducted under mild conditions, and chromane-type esters and lactones can be generated in a highly regio- and stereoselective manner.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.5b00214