Sc(OTf)₃-Catalysed ring-opening of aziridines with phenol derivatives under solvent-free conditions

Authors: Chen, Ren'er; Xie, Ting; Jin, Can; Su, Weike

Source: Journal of Chemical Research, Volume 2008, Number 5, May 2008 , pp. 297-300(4)

Publisher: Science Reviews 2000 Ltd

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Abstract:

Scandium(III) triflate-catalysed ring opening of aziridines with phenol derivatives affords various 2-amino ethers 3 (eg 4-methyl-N-(2-phenoxy-2-phenylethyl) benzenesulfonamide) with high regioselectivity and high yields under solvent-free conditions. The unexpectedly rearranged product 4 (e.g. 4-methyl-N-(3-methyl-3-phenoxy butyl) benzene sulfonamide) was obtained when 2-isopropyl-N-tosylaziridine was the substrate.

Keywords: SCANDIUM(III) TRIFLATE; RING OPENING; AZIRIDINES; 2-AMINO ETHERS; REGIOSELECTIVITY; SOLVENT-FREE

Document Type: Research article

DOI: http://dx.doi.org/10.3184/030823408X320610

Publication date: 2008-05-01

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