Barton reaction

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The Barton reaction involves the photolysis of a nitrite to form a δ-nitroso alcohol. It is named for the British chemist Sir Derek Harold Richard Barton.[1] The mechanism is believed to involve a homolytic RO–NO cleavage, followed by δ-hydrogen abstraction and free radical recombination.[2]

A related reaction is the Hofmann-Löffler reaction involving haloamines.

References

  1. ↑ Barton, D. H. R.; Beaton, J. M.; Geller, L. E.; Pechet, M. M. (1961). "A New Photochemical Reaction1". Journal of the American Chemical Society 83 (19): 4076–4083. doi:10.1021/ja01480a030. 
  2. ↑ IUPAC, Compendium of Chemical Terminology, 2nd ed. (the "Gold Book") (1997). Online corrected version:  (2006–) "Barton Reaction".
  • László Kürti, Barbara Czakó: Strategic Applications of Named Reactions in Organic Synthesis; Elsevier Academic Press, Burlington-San Diego-London 2005, 1. Edition; ISBN 0-12-369483-3.
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