92550-26-0Relevant academic research and scientific papers
Synthesis and oxidative ring contraction of 1,5,3,7-dichalcogenadiazocanes. Novel formation of 1,2,4-diselenazolidines, 1,2,4-ditellurazolidines, and 1,2,3,4,5,7-pentathiazocanes
Takikawa, Yuji,Koyama, Yutaka,Yoshida, Takamasa,Makino, Kenshiro,Shibuya, Hiroki,Sato, Kazuto,Otsuka, Tatsuya,Shibata, Yuko,Onuma, Yuki,Aoyagi, Shigenobu,Shimada, Kazuaki,Kabuto, Chizuko
, p. 1913 - 1925 (2007/10/03)
1,5,3,7-Dithiadiazocanes, 1,5,3,7-diselenadiazocanes, and 1,5,3,7-ditelluradiazocanes were prepared from a primary amine, formalin, and H2S, NaSeH, or NaTeH, respectively. Oxidation of 1,5,3,7- diselenadiazocanes and 1,5,3,7-ditelluradiazocanes using NBS efficiently afforded 1,2,4-diselenazolidines or 1,2,4-ditellurazolidines, respectively. In contrast, treatment of 1,5,3,7-dithiadiazocanes with bromine-elemental sulfur or disulfur dichloride (S2Cl2) afforded 1,2,3,4,5,7- pentathiazocanes. An unusual oxidative conversion of 1,5,3,7- dichalcogenadiazocanes into these products was assumed to proceed through in situ formation of 1,5,3,7-dichalcogenadiazabicyclo[3.3.0]octane-type dications.
Novel synthesis and thermal ring fission of 7-aryl-1,2,3,4,5,7-pentathiazocanes
Shimada, Kazuaki,Yoshida, Takamasa,Makino, Kenshiro,Otsuka, Tatsuya,Onuma, Yuki,Aoyagi, Shigenobu,Takikawa, Yuji,Kabuto, Chizuko
, p. 90 - 91 (2007/10/03)
Treatment of 1,5,3,7-dithiadiazocanes 1 with bromine-elemental sulfur or disulfur dichloride (S2Cl2) afforded 1,2,3,4,5,7-pentathiazocanes 3, and heating of 3 caused unusual thermal ring fission to give an inseparable mixture of polysulfide chains bearing a thioformamide moiety on each terminal.
