60178-25-8Relevant academic research and scientific papers
Facile stereoselective synthesis of cis- and trans-3-alkoxyazetidin-2-ones
Bhalla, Aman,Venugopalan, Paloth,Bari, Shamsher S.
, p. 8291 - 8302 (2007/10/03)
A highly stereoselective synthesis of cis- and trans-3-alkoxy-3-phenyl/benzylthioazetidin-2-ones is described. The reaction of α-chlorosulfide-β-lactams with various alcohols catalyzed by a Lewis acid such as ZnCl2 in the presence of molecular
Cationic Polar Cycloadditions of Phenylthionium Ions with Olefines: A New Route to Thiochromans
Ishibashi, Hiroyuki,Okada, Motofumi,Sato, Kazumi,Ikeda, Masazumi,Ishiyama, Ko-ichi,Tamura, Yasumitsu
, p. 90 - 95 (2007/10/02)
Reaction of 2-chloro-N,N-dimethyl-2-(phenylthio)acetamide (1a) with styrene in the presence of stannic chloride gave 3,4-dihydro-N,N-dimethyl-4-phenyl-2H-1-benzothiopyran-2-carboxamide.The same benzothiopyran was also obtained from N,N-dimethyl-2-(phenylsulfinyl)acetamide and styrene under the Pummerer reaction conditions, but in lower yield.Similarly, α-chlorosulfides derived from ethyl 2-(phenylthio)acetate, 2-(phenylthio)acetonitrile, 1-(phenylthio)-2-propanone, and thioanisole reacted with styrene to give the corresponding 4-phenylbenzothiopyrans in variable yields.The reaction of 1a with trans-stilbene gave the expected benzothiopyran derivative, but the reaction of 1a with 1,1-diphenylethylene and phenylacetylene showed some variation of the reaction course.This cycloaddition reaction was extended to the intramolecular case.A possible mechanism for the formation of the benzothiopyran is discussed.
Novel Alumina-catalysed Reactions of Arylthioalkyl Halides and Related Compounds
Jigajinni, Veerappa B.,Wightman, Richard H.
, p. 1801 - 1812 (2007/10/02)
Arylthioalkyl halides of the type ArS(CH2)nCl (Ar = phenyl or substituted phenyl, n = 1-4) undergo rearrangement on heating with neutral alumina to 1,n-bis(arylthio)alkanes of type ArS(CH2)nSAr in high yield.Similar rearrangements occur with some closely related structural types.The bis(arylthio)alkanes undergo further reaction with alumina at higher temperatures in air giving diaryl disulphides.Bis(o-iodophenylthio)methane eliminates iodine on heating with alumina, producing dibenzodithiepin.Some observations concerning the mechanism are presented.
A NOVEL AND CONVENIENT SYNTHESIS OF BISMETHANES
Campbell, Malcolm M.,Jigajinni, Veerappa B.,MacLean, Keith A.,Wightman, Richard H.
, p. 3305 - 3306 (2007/10/02)
Bismethanes are produced in high yield on treatment of aryl chloromethyl sulphides with neutral alumina.
