32446-47-2Relevant articles and documents
Unexpected reactivity of diaryl α-diketones with thiazolium carbenes: Discovery of a novel multicomponent reaction for the facile synthesis of 1,4-thiazin-3-ones
Bertolasi, Valerio,Bortolini, Olga,Donvito, Adelaide,Fantin, Giancarlo,Fogagnolo, Marco,Giovannini, Pier Paolo,Massi, Alessandro,Pacifico, Salvatore
experimental part, p. 6579 - 6586 (2012/09/08)
Diaryl α-diketones do not undergo polarity reversal in the presence of (benzo)thiazolium carbenes but are engaged in a novel multicomponent reaction with water to efficiently give medicinally relevant 1,4-thiazin-3-one heterocycles. Three different sets of conditions have been optimized to furnish the title compounds in fair to excellent yields depending on the electronic properties of α-diketone aromatic substituents and thiazolium or benzothiazolium substrate. A plausible reaction mechanism is also proposed based on the isolation and characterization of the postulated key intermediate and isotopic labeling experiments.
Selective Formation of Triose from Formaldehyde Catalyzed by Thiazolium Salt
Matsumoto, Toshihiko,Yamamoto, Hiroki,Inoue, Shohei
, p. 4829 - 4832 (2007/10/02)
In the self-condensation of formaldehyde catalyzed by thiazolium salts, dihydroxyacetone (triose), but not glycolaldehyde, was formed selectively and in high yield.This is of much interest as a facile and novel synthesis of triose from this C1 compound.A mechanism which can account for the selective formation of dihydroxyacetone is described.
