Boekelheide reaction

What is Boekelheide reaction?

The Boekelheide reaction involves the formation of 2-substituted pyridines from aromatic pyridine N-oxides and acylating agents.

Boekelheide reaction
Boekelheide reaction

The negative charge in the reaction can be spread throughout the benzene ring, resulting in the formation of isomers.

References

Rearrangements of N-Oxides. A Novel Synthesis of Pyridyl Carbinols and Aldehydes
V. Boekelheide and W. J. Linn
Journal of the American Chemical Society 1954 76 (5), 1286-1291
DOI: 10.1021/ja01634a026

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