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Beckmann reaction of oximes catalysed by chloral: mild and neutral procedures

Sosale Chandrasekhar* and Kovuru Gopalaiah

*Department of Organic Chemistry, Indian Institute of Science, Bangalore 560 012, India, Email: sosaleorgchem.iisc.ernet.in

S. Chandrasekhar, K. Gopalaiah, Tetrahedron Lett., 2003, 44, 755-756.

DOI: S0040-4039(02)02644-8


Abstract

Various ketoximes undergo the Beckmann rearrangement when heated with 0.5 molar equiv. of chloral (hydrate) in the absence of solvents and acids. Yields of the corresponding amides were excellent after a simple work-up. Aromatic aldoximes were dehydrated to the corresponding nitriles in excellent yields under similar conditions.

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Key Words

Beckmann Rearrangement, nitriles, catalytic, chloral, green chemistry


ID: J42-Y2003-710