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Efficient Copper-Catalyzed Benzylic Amidation with Anhydrous Chloramine-T

Ranjana Bhuyan and Kenneth M. Nicholas*

*Department of Chemistry and Biochemistry, University of Oklahoma, Norman, Oklahoma 73019, Email: knicholasou.edu

R. Bhuyan, K. M. Nicholas, Org. Lett., 2007, 9, 3957-3959.

DOI: 10.1021/ol701544z (free Supporting Information)


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Abstract

Benzylic hydrocarbons are selectively converted to the corresponding sulfonamides by the [Cu(CH3CN)4]PF6-catalyzed reaction with anhydrous TolSO2NNaCl (chloramine-T). Under the same conditions, representative ethers and olefins are also amidated.

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Key Words

Protected Primary Amines, Benzylic Amines, Sulfonamides, Chloramin-T


ID: J54-Y2007-3100