Direct synthesis of ester-containing indium homoenolate and its application in palladium-catalyzed cross-coupling with aryl halide

…, CHA Wong, YS Yang, YC Lai, HL Cheong…

Index: Shen, Zhi-Liang; Goh, Kelvin Kau Kiat; Wong, Colin Hong An; Yang, Yong-Sheng; Lai, Yin-Chang; Cheong, Hao-Lun; Loh, Teck-Peng Chemical Communications, 2011 , vol. 47, # 16 p. 4778 - 4780

Full Text: HTML

Citation Number: 13

Abstract

An efficient method for the synthesis of ester-containing indium homoenolatevia a direct insertion of indium into β-halo ester in the presence of CuI/LiCl was described. The synthetic utility of the indium homoenolate was demonstrated by palladium-catalyzed cross-coupling with aryl halides in DMA with wide functional group compatibility.

Related Articles:

3-arylpropanoate esters through the palladium-catalyzed reaction of aryl halides with acrolein diethyl acetal

[Battistuzzi, Gianfranco; Cacchi, Sandro; Fabrizi, Giancarlo; Bernini, Roberta Synlett, 2003 , # 8 p. 1133 - 1136]

3-arylpropanoate esters through the palladium-catalyzed reaction of aryl halides with acrolein diethyl acetal

[Battistuzzi, Gianfranco; Cacchi, Sandro; Fabrizi, Giancarlo; Bernini, Roberta Synlett, 2003 , # 8 p. 1133 - 1136]

Carbon-carbon bond-forming reactions of zinc homoenolate of esters. A novel three-carbon nucleophile with general synthetic utility

[Nakamura, Eiichi; Aoki, Satoshi; Sekiya, Kouichi; Oshino, Hiroji; Kuwajima, Isao Journal of the American Chemical Society, 1987 , vol. 109, # 26 p. 8056 - 8066]

One-step cross-coupling reaction of functionalized alkyl iodides with aryl halides by the use of an electrochemical method

[Kurono, Nobuhito; Sugita, Kazuya; Takasugi, Shingo; Tokuda, Masao Tetrahedron, 1999 , vol. 55, # 19 p. 6097 - 6108]

Electrochemical vinylation of aryl and vinyl halides with acrylate esters catalyzed by cobalt bromide

[Gomes, Paulo; Gosmini, Corinne; Nedelec, Jean-Yves; Perichon, Jacques Tetrahedron Letters, 2002 , vol. 43, # 34 p. 5901 - 5903]

More Articles...