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A Facile Synthesis of Substituted 2-Alkylquinolines through [3 + 3] Annulation between 3-Ethoxycyclobutanones and Aromatic Amines at Room Temperature

Gang Shan, Xiuyun Sun, Qian Xia and Yu Rao

*Department of Pharmacology and Pharmaceutical Sciences, School of Medicine and School of Life Sciences, Tsinghua University, Beijing 100084, China, Email: yraomail.tsinghua.edu.cn

G. Shan, X. Sun, Q. Xia, Y. Rao, Org. Lett., 2011, 13, 5770-5773.

DOI: 10.1021/ol202334s



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Abstract

An efficient single-step approach toward the synthesis of 2-alkylquinolines is mediated by a Lewis acid through [3 + 3] annulation reaction between 3-ethoxycyclobutanones and aromatic amines. Various multisubstituted 2-alkylquinoline derivatives were prepared regioselectively at room temperature.

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Key Words

Quinolines


ID: J54-Y2011-3170