New selenenylation method. Synthesis of selenonaphthoquinones and selenoquinolinequinones mediated by phenyl selenide ion
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概要
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Treatment of diphenyl diselenide and tributylphosphine with aqueous NaOH was found to be a good method for the generation of phenyl selenide ion. A variety of 2-halogeno-1,4-naphthoquinones and halogenoquinolinequinones were efficiently converted into the corresponding seleno compounds. Selenenylation of 2,3-dichloro-1,4-naphthoquinone gave 2,3-bis(phenylseleno)-1,4-naphthoquinone. The reaction of 2-bromo-1,4-napthoquinone afforded 2,3-bis(phenylseleno) naphthoquinone in significant yield, in addition to 2-(phenylseleno) naphthoquinone as a major product. Formation of the diseleno compound was minimized when the reaction was carried out under completely oxygen-free conditions. The reaction mechanism of this selenenylation is discussed.
- Royal Society of Chemistryの論文
- 1991-01-01
Royal Society of Chemistry | 論文
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