Activation of iodosobenzene by catalytic tetrabutylammonium iodide and its application in the oxidation of some isoquinoline alkaloids

Wei Jan Huang, Om V. Singh, Chung Hsiung Chen, Sheng You Chiou, Shoei Sheng Lee

研究成果: 雜誌貢獻文章

28 引文 斯高帕斯(Scopus)

摘要

Oxidation of N-methyltetrahydroisoquinolines with iodosylbenzene in the presence of a catalytic amount of tetrabutylammonium iodide in various solvents afforded N-methyl-2H-3,4-dihydroisoquinol-1-ones in almost quantitative yields. The application of this finding to the oxidation of other isoquinolines, including tetrahydroisoquinolines, lycorine diacetate, and benzyltetrahydroisoquinolines, also afforded the corresponding lactams in good yields, however, accompanied by a few minor byproducts. Under similar conditions, tetrahydroberberine gave a rearranged compound, berberal, as the major product, accompanied by 8-oxoberberine and berberine.

原文英語
頁(從 - 到)1069-1078
頁數10
期刊Helvetica Chimica Acta
85
發行號4
DOIs
出版狀態已發佈 - 2002
對外發佈Yes

ASJC Scopus subject areas

  • Chemistry(all)

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