52421-65-5Relevant articles and documents
Convenient synthesis of 2,3-dihydro-1,2,4-thiadiazoles, 4,5-dihydro-1,3-thiazoles, and 1,3-thiazoles through a [4+1]-type oxidative ring closure of 1,3-thiaza-1,3-butadienes
Shimada, Kazuaki,Isogami, Megumi,Maeda, Kitami,Nishinomiya, Rei,Korenaga, Toshinobu
, p. 881 - 900 (2020/09/09)
1,3-Thiaza-1,3-butadienes bearing an N,N-dimethylamino group at the C-2 position were efficiently converted into 5H-1,2,4-oxathiazoles, 2,3-dihydro-1,2,4-thiadiazoles, 4,5-dihydro-1,3-thiazoles, and 1,3-thiazoles through an oxidative ring closure by treating with mCPBA, chloramine-T, metal carbenoids, or dichlorocarbene, respectively, via the ring closure of in situ generated heterocumulene-type reactive species involving thione S-oxides, thione S-imides, and thiocarbonyl ylides.
Thermolysis of Polyazapentadienes. Part 11. Concerted and Free Radical Mechanisms in 2-Aza Enone and 2-Aza Enthione Pyrolyses: Crystal and Molecular Structures of 3-Dimethylamino-1-p-tolyl-2-azaprop-2-en-1-one and 3-Dimethylamino-1-phenyl-2-azaprop-2-ene-1-thione
Blake, Alexander J.,McNab, Hamish,Murray, M. Elizabeth-Ann
, p. 589 - 595 (2007/10/02)
Flash vacuum pyrolysis of the dimethylamino-azapropenones (7)-(9) and -azapropenethione (12) gives nitriles and amides (or thioamide) in yields of ca. 30percent by an electrocyclisation-ring cleavage mechanism.This is a minor pathway for the triarylazapropenones (14) and (15) for which homolytic cleavage of the C-N bond gives rise to the major products.The X-ray crystal structures of (10) and (12) show that the conjugated systems are almost planar in the s-Z conformation, as required for the electrocyclic ring closure.
New Synthesis of 1,2,4-Thiadiazoles
Lin, Yang-i,Lang, S. A.,Petty, Sharon R.
, p. 3750 - 3753 (2007/10/02)
A new synthesis of 1,2,4-thiadiazoles has been developed.N'-(Thioaroyl)- (and N'-arylthiocarbamoyl-) N,N-dimethylamidines, which were prepared in excellent yields by reactions of thioamides (and thioureas) with N,N-dimethylalkanamide dimethyl acetals, rea