Preparation of polyfunctional aryl azides from aryl triazenes. A new synthesis of ellipticine, 9-methoxyellipticine, isoellipticine, and 7-carbethoxyisoellipticine

Ching Yuan Liu, Paul Knochel

研究成果: 雜誌貢獻期刊論文同行評審

101 引文 斯高帕斯(Scopus)

摘要

(Chemical Equation Presented) The preparation of polyfunctional aryl azides by the reaction of aryl triazenes with NaN3 in the presence of KHSO4 or BF3·OEt2/TFA (trifluoroacetic acid) has been described. A variety of functional groups (halides, esters, ketones, nitriles, aldehydes, and boronic esters) are tolerated under the Lewis acidic conditions. By using this methodology, the potent antitumor agents, ellipticine and 9-methoxyellipticine, have been synthesized. In addition, isoellipticine and a related derivative, 7-carbethoxyisoellipticine, were also prepared.

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頁(從 - 到)7106-7115
頁數10
期刊Journal of Organic Chemistry
72
發行號19
DOIs
出版狀態已出版 - 14 9月 2007

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