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Formation of Unsymmetrical 1,4-Enediones via A Focusing Domino Strategy: Cross-Coupling of 1,3-Dicarbonyl Compounds and Methyl Ketones or Terminal Aryl Alkenes

Meng Gao, Yan Yang, Yan-Dong Wu, Cong Deng, Li-Ping Cao, Xiang-Gao Meng and An-Xin Wu*

*Key Laboratory of Pesticide & Chemical Biology, Ministry of Education, College of Chemistry, Central China Normal University, Hubei, Wuhan 430079, P. R. China, Email: chwuaxmail.ccnu.edu.cn

M. Gao, Y. Yang, Y.-D. Wu, C. Deng, L.-P. Cao, X.-G. Meng, A.-X. Wu, Org. Lett., 2010, 12, 1856-1859.

DOI: 10.1021/ol100473f


Abstract

1,3-dicarbonyl compounds and methyl ketones or terminal aryl alkenes as simple and readily available starting materials can be efficiently converted to unsymmetrical 1,4-enediones under mild reaction conditions using a focusing domino strategy. The reaction allows an operationally simple, straightforward synthesis of various unsymmetrical 1,4-enediones.

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Key Words

α,β-unsaturated compounds, enones, iodine


ID: J54-Y2010-1130