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Iodobenzene Catalyzed C-H Amination of N-Substituted Amidines Using m-Chloroperbenzoic Acid

Santhosh Kumar Alla, Rapolu Kiran Kumar, Pradeep Sadhu and Tharmalingam Punniyamurthy*

*Department of Chemistry, Indian Institute of Technology Guwahati, Guwahati-781039, India, Email: tpunniiitg.ernet.in

S. K. Alla, R. K. Kumar, P. Sadhu, T. Punniyamurthy, Org. Lett., 2013, 15, 1334-1337.

DOI: 10.1021/ol400274f



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Abstract

The use of iodobenzene as a catalyst enables the synthesis of 1,2-disubstituted benzimidazoles by oxidative C-H amination of N″-aryl-N′-tosyl/N′-methylsulfonylamidines and N,N′-bis(aryl)amidines in the presence of mCPBA as terminal oxidant at room temperature. The reaction is general, and the target products can be obtained in good yields.

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Key Words

benzimidazoles, MCPBA


ID: J54-Y2013-0650