Journal of the American Chemical Society

Catalytic direct β-arylation of simple ketones with aryl iodides

Z Huang, G Dong

Index: Huang, Zhongxing; Dong, Guangbin Journal of the American Chemical Society, 2013 , vol. 135, # 47 p. 17747 - 17750

Full Text: HTML

Citation Number: 25

Abstract

Herein we report a direct β-arylation of simple ketones with widely available aryl iodides, combining palladium-catalyzed ketone oxidation, aryl-halide activation, and conjugate addition through a single catalytic cycle. Simple cyclic ketones with different ring-sizes, as well as acyclic ketones, can be directly arylated at the β-position with complete site- selectivity and excellent functional group tolerance.

~72%

~52%

~66%

~65%

~31%

Preparation of highly functionalized magnesium, zinc, and co...

[Tucker, Charles E.; Majid, Tahir N.; Knochel, Paul Journal of the American Chemical Society, 1992 , vol. 114, # 10 p. 3983 - 3985]

Copper catalyzed conjugate addition of highly functionalized...

[Varchi, Greta; Ricci, Alfredo; Cahiez, Gerard; Knochel, Paul Tetrahedron, 2000 , vol. 56, # 18 p. 2727 - 2731]

Organo [2-(hydroxymethyl) phenyl] dimethylsilanes as mild an...

[Nakao, Yoshiaki; Chen, Jinshui; Imanaka, Hidekazu; Hiyama, Tamejiro; Ichikawa, Yoshitaka; Duan, Wei-Liang; Shintani, Ryo; Hayashi, Tamio Journal of the American Chemical Society, 2007 , vol. 129, # 29 p. 9137 - 9143]