A novel heterocyclic atom exchange reaction with Lawesson's reagent: a one-pot synthesis of dithiomaltol.
A one-pot reaction of maltol with Lawesson's reagent generates dithiomaltol, a thiopyran-4-thione, via an unusual heterocyclic atom exchange (HCAE) reaction; only pyrones with proton or aliphatic substituents undergo the HCAE substitution.
Brayton
Daniel
D
Department of Chemistry, University of California, Irvine, CA 92697-2025, USA.
Jacobsen
Faith E
FE
Cohen
Seth M
SM
Farmer
Patrick J
PJ
D018360:Crystallography, X-Ray; D008958:Models, Molecular; D015394:Molecular Structure; D009946:Organothiophosphorus Compounds / Q000737:chemistry*; D011753:Pyrones / Q000138:chemical synthesis* / Q000737:chemistry
D009946:Organothiophosphorus Compounds; D011753:Pyrones; C518389:dithiomaltol; C029887:2,4-bis(4-methoxyphenyl)-1,3,2,4-dithiadiphosphetane-2,4-disulfide