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Acta Chimica Sinica >

2012 , Vol. 70 >Issue 14: 1538 - 1542

DOI: https://doi.org/10.6023/A12030075

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Pd/π-Acidic Ligand Catalyzed ArI and Alkyl-In Cross-CouplingReactions under Mild Conditions

  • Jin Liqun ,
  • Luo Xiancai ,
  • Lei Aiwen
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  • College of Chemistry and Molecular Sciences, Wuhan University, Wuhan 430072

Received date: 2012-03-30

  Online published: 2012-05-03

Supported by

Project supported by the National Natural Science Foundation of China (Nos. 21025206, 20832003 and 20972118) and Academic Award for Excellent Ph.D. Candidates Funded by Ministry of Education of China.

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Abstract

Transition metal-catalyzed coupling reaction is an important approach to form C—C bond, in which palladium is the most popularly used catalyst. Up to now, the formation of Csp2-Csp2 has been widely reported in the presence of palladium catalysts. However, Csp3-related bond formations are relatively less demonstrated owing to the slow reductive elimination of the corresponding Pd species. We have reported that π-acidic ligand could promote the reductive elimination of Csp3-Pd-Csp2, which is significant to construct Csp3-C bond. In this comunication, with Pd/π-acidic ligand as the catalyst, ArI and alkylindium reagents could be coupled together under mild conditions in high selectivity to form Csp2-ArCsp3 bond. Primary and secondary alkylindium could be tolerated. Moreover, further studies indicated that the reaction could be performed well when the reactions were open to air, suggesting that the reaciton was insensitive towards moisture and oxygen.

Key words： palladium; π-acidicligand; ArI; alkylindium reagents

Cite this article

Jin Liqun , Luo Xiancai , Lei Aiwen . Pd/π-Acidic Ligand Catalyzed ArI and Alkyl-In Cross-CouplingReactions under Mild Conditions[J]. Acta Chimica Sinica, 2012 , 70(14) : 1538 -1542 . DOI: 10.6023/A12030075

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