76112-16-8Relevant academic research and scientific papers
ALLENES-41. THE ADDITION OF THIOLS TO ALLENYL- AND PHENYLPROPYNYLNITRILE AND THE FORMATION OF THIAZOLINES AND BENZOTHIAZOLES
Landor, Stephen R.,Landor, Phyllis D.,Fomum, Z. Tanee,Mbafor, J. Tanyi,Mpango, George W. B.
, p. 2141 - 2149 (2007/10/02)
Thiols add to allenylnitriles to give unconjugated nitriles which may be isomerised to conjugated enesulphide nitriles either at high temperature (200o) or with base.Phenylpropynenitrile gives conjugated adducts directly.Heating the conjugated adducts from aminoethanethiols at >200o results in 5-exotrig ring closure and elimination of acetonitrile to give thiazolines and benzothiazoles.
Reaction between 2,2'-Dithiodianiline and Activated Alkynes. Synthesis of 4H-1,4-Benzothiazines
Liso, Gaetano,Trapani, Giuseppe,Reho, Antonia,Latrofa, Andrea,Loiodice, Fulvio
, p. 567 - 572 (2007/10/02)
By the title reaction acetylenic esters (2a-c), ketones (2d-g), and the nitrile (2h) gave in all cases the corresponding 4H-1,4-benzothiazines (3) together with other products whose nature depends on the alkyne used.Thus benzothiazoline and/or benzothiazole, benzothiazepine, and vinylsulphides were obtained in the representative cases (2c, f, h) studied in detail.Some of these latter compounds have been independently synthesised by reaction of 2-aminobenzenethiol with corresponding alkyne (2).In particular conditions by the reactions between 2,2'-dithiodianiline (1) and alkynes (2f, d) we isolated bisenamine compounds (19) and (20) respectively and their intermediacy in formation of the corresponding benzothiazines (3f) and (3d) was achieved.The mechanisms of the observed reactions are also suggested.
