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Synthesis of Water-Tolerant Indium Homoenolate in Aqueous Media and Its Application in the Synthesis of 1,4-Dicarbonyl Compounds via Palladium-Catalyzed Coupling with Acid Chloride

Zhi-Liang Shen, Kelvin Kau Kiat Goh, Hao-Lun Cheong, Colin Hong An Wong, Yin-Chang Lai, Yong-Sheng Yang and Teck-Peng Loh*

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

Z.-L. Shen, K. K. K. Goh, H.-L. Cheong, C. H. A. Wong, Y.-C. Lai, Y.-S. Yang, T.-P. Loh, J. Am. Chem. Soc., 2010, 132, 15852-15855.

DOI: 10.1021/ja106925f (free Supporting Information)



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Abstract

Oxidative addition of In/InCl3 to enones proceeds exclusively in aqueous media and leads to water-tolerant, ketone-type indium homoenolates. The synthetic utility of the indium homoenolates was demonstrated through the synthesis of 1,4-dicarbonyl compounds via palladium-catalyzed coupling with acid chlorides.

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Key Words

Indium, 1,4-Diketones


ID: J48-Y2010-3060