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Synlett 2009(7): 1081-1086  
DOI: 10.1055/s-0028-1088110
LETTER
© Georg Thieme Verlag Stuttgart ˙ New York

Monoarylation of Dibromoarenes by Simple Palladium Catalyst Systems: Efficient Synthesis of Bromobiaryls from Dibromoarenes and Arylboronic Acids

Cheng-Guo Dong, Tao-Ping Liu, Qiao-Sheng Hu*
Department of Chemistry, College of Staten Island and the Graduate Center, City University of New York, Staten Island, NY 10314, USA
Fax: +1(781)9823910; e-Mail: qiaohu@mail.csi.cuny.edu;
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Publication History

Received 16 January 2009
Publication Date:
26 March 2009 (online)

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Abstract

The Pd/C/Ph3P- and Pd(PPh3)4/Ph3P-catalyzed cross-couplings of dibromoarenes with arylboronic acids to form bromobiaryls in good to excellent yields are described. Our study showed that readily available Pd/C/Ph3P and Pd(PPh3)4/Ph3P were practically useful catalysts for the synthesis of bromobiaryls from dibromo­arenes.

Key words

palladium - cross-coupling - dibromoarenes - mono­arylation - arylboronic acids

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15

We have also tested Pd/C/Ph3P- and Pd(PPh3)4/Ph3P-catalyzed cross-coupling reactions of o-bromoiodobenzenes with arylboronic acids and found bromobiaryls were formed exclusively with excellent yields.