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EnglishThe activation of elemental sulfur (S(8)) has been achieved by means of electrogenerated cyanomethyl anion [easily obtained by galvanostatic reduction from acetonitrile/tetraethylammonium hexafluorophosphate (MeCN-Et(4)NPF(6))]. The "activated" sulfur reacted with ylidenernalononitriles to give substituted 2-aminothiophenes in very high yields. This variation of the Gewald reaction has been carried out using only catalytic amounts of electricity and supporting electrolyte. A proposed mechanism for the interaction between S(8) and cyanomethyl anion is described.
http://hdl.handle.net/11697/2443| Titolo: | Activation of Elemental Sulfur by Electrogenerated Cyanomethyl Anion: Synthesis of Substituted 2-Aminothiophenes by the Gewald Reaction |
| Autori interni: | ROSSI, LEUCIO |
| Data di pubblicazione: | 2008 |
| Rivista: | ADVANCED SYNTHESIS & CATALYSIS |
| Abstract: | The activation of elemental sulfur (S(8)) has been achieved by means of electrogenerated cyanomethyl anion [easily obtained by galvanostatic reduction from acetonitrile/tetraethylammonium hexafluorophosphate (MeCN-Et(4)NPF(6))]. The "activated" sulfur reacted with ylidenernalononitriles to give substituted 2-aminothiophenes in very high yields. This variation of the Gewald reaction has been carried out using only catalytic amounts of electricity and supporting electrolyte. A proposed mechanism for the interaction between S(8) and cyanomethyl anion is described. |
| Handle: | http://hdl.handle.net/11697/2443 |
| Appare nelle tipologie: | 1.1 Articolo in rivista |
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