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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:

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

DOI: S0040-4039(02)02644-8


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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proposed mechanism

Key Words

Beckmann Rearrangement, nitriles, catalytic, chloral, green chemistry

ID: J42-Y2003-710