Synthesis of Naphthalenes through Three-Component Coupling of Alkynes, Fischer Carbene Complexes, and Benzaldehyde Hydrazones via Isoindole Intermediates

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• 作者：Shaofeng Duan ; Dilip K. Sinha-Mahapatra ; James W. Herndon
• 刊名：Organic Letters
• 出版年：2008
• 出版时间：April 17, 2008
• 年：2008
• 卷：10
• 期：8
• 页码：1541 - 1544
• 全文大小：90K
• 年卷期：v.10,no.8(April 17, 2008)
• ISSN：1523-7052

文摘

The synthesis of naphthalene derivatives through three-component coupling of 2-alkynylbenzaldehyde hydrazones with carbene complexesand electron-deficient alkynes has been examined. The reaction involves formation of an isoindole derivative, followed by intramolecularDiels-Alder reaction, followed by nitrene extrusion. The reaction was highly regioselective using unsymmetrical alkynes.