Gold-Catalyzed Sequential Alkyne Activation for the Synthesis of 4,6-Disubstituted Phosphorus 2-Pyrones

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• 作者：Juntae Mo ; Dongjin Kang ; Dahan Eom ; Sung Hong Kim ; Phil Ho Lee
• 刊名：Organic Letters
• 出版年：2013
• 出版时间：January 4, 2013
• 年：2013
• 卷：15
• 期：1
• 页码：26-29
• 全文大小：301K
• 年卷期：v.15,no.1(January 4, 2013)
• ISSN：1523-7052

文摘

Tandem gold-catalyzed addition of alkynyl phosphonic acid monoethyl esters to terminal alkynes and cyclization were developed for the synthesis of 4,6-disubstituted phosphorus 2-pyrones in one reaction vessel based on the concept of sequential alkyne activation. Alkynyl enol phosphonates were selectively obtained through the gold-catalyzed addition reaction in the presence of a catalytic amount of triethylamine. Also, gold-catalyzed cyclization of alkynyl enol phosphonates was successful in giving a variety of 4,6-disubstituted phosphorus 2-pyrones.