A concise method for the synthesis of 2-tetralone by titanium tetrachloride-promoted cyclization of 4-aryl-2-hydroxybutanal diethyl acetal

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• 作者：Yung-Son Hon ; Rammohan Devulapally
• 刊名：Tetrahedron Letters
• 出版年：2009
• 出版时间：14 October 2009
• 年：2009
• 卷：50
• 期：41
• 页码：5713-5715
• 全文大小：299 K

文摘

4-Aryl-2-hydroxybutanal diethyl acetal, prepared from the reaction of benzyl Grignard reagent and glycidaldehyde diethyl acetal, was treated with titanium tetrachloride to give 2-tetralone in good yield. This highly efficient transformation involves tandem oxonium formation, intramolecular Friedel–Crafts alkylation, deethoxylation, and tautomerization in the same flask.