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Copper-Catalyzed Aerobic Intramolecular Carbo- and Amino-Oxygenation of Alkynes for Synthesis of Azaheterocycles

Kah Kah Toh, Stephen Sanjaya, Sophian Sahnoun, Sin Yee Chong and Shunsuke Chiba*

*Division of Chemistry and Biological Chemistry, School of Physical and Mathematical Sciences, Nanyang Technological University, Singapore 637371, Singapore, Email: shunsukentu.edu.sg

K. K. Toh, S. Sanjaya, S. Sahnoun, S. Y. Chong, S. Chiba, Org. Lett., 2012, 14, 2290-2292.

DOI: 10.1021/ol3007106 (free Supporting Information)


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Abstract

Cu-catalyzed aerobic cyclization of N-(2-alkynylaryl)enamine carboxylates via intramolecular carbo-oxygenation of alkynes gives highly substituted quinolines. This strategy was further applied for N-alkynylamidines leading to imidazole and quinazoline derivatives.


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Key Words

Quinolines


ID: J54-Y2012-1350