Cleavage of 3-Aryl-5,6-dihydro-4H-1,2-oxazines Using Zinc and Aqueous Chelating Ethers: Efficient Methodology for N-O Bond Cleavage

Author(s): P. Sunil Kumar, K. M. Lokanatha Rai.

Journal Name: Letters in Organic Chemistry

Volume 9 , Issue 6 , 2012

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A mild and efficient methodology for single pot ring opening of 3-aryl-4H-1,2-oxazines to γ-hydroxy ketones was developed using zinc and aqueous chelating ethers. The ether acts as ligand and co-solvent for the reaction. The ability of zinc ions to form stable complexes with chelating ethers activates the zinc towards reduction. Water is the proton source.

Keywords: γ-hydroxy ketones, aqueous medium, ether, 1, 2-oxazine, Zinc, hydrogenation, amino, pyrrolidines, pyridines, 4-aminoalcohols

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Article Details

Year: 2012
Page: [440 - 446]
Pages: 7
DOI: 10.2174/157017812801322471
Price: $65

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