83022-89-3Relevant academic research and scientific papers
The Addition of 1-Lithio-1-(phenylthio)alkanes to 2-(N-Methylanilino)acrylonitrile: An Easy Access to 3-(Phenylthio)ketones and 2-Enones
Ahlbrecht, Hubertus,Ibe, Marcellinus
, p. 210 - 214 (2007/10/02)
A simple and versatile strategy for the synthesis of the title compounds is described.The key-step consists in the addition of 1-lithio-1-(phenylthio)alkanes to 2-(N-methylanilino)acrylonitrile, the nucleophilic phenylthioalkylation of an enol-cation equivalent.Alkylation of the adducts and hydrolysis give 3-(phenylthio)ketones, which can be isolated, or without further purification can be transformed into 2-enones via the well known oxidation-elimination procedure.These reactions are possible with allylic derivatives too, therefore the homologous vinylic compoundscan be prepared by the same way.Pyrolysis of the 1-lithioaminonitriles formed within the first step gives aminonitriles of cyclopropanones via cyclization.
CONVENIENT SYNTHESIS OF VINYL KETONES VIA A NEW THREE CARBON HOMOLOGATING AGENT
Tuchinda, Patoomratana,Prapansiri, Vichukorn,Naengchommong, Waree,Reutrakul, Vichai
, p. 1427 - 1430 (2007/10/02)
Syntheses of vinyl ketones and the himachalene skeleton from 4-phenylthio-N,N-dimethylaminobutyronitrile were demonstrated.
PREPARATION AND SYNTHTETIC UTILITY OF CYCLOPROPYL PHENYL SULFIDES
Bumgardner, C. L.,Lever, J. R.,Purrington, S. T.
, p. 2379 - 2382 (2007/10/02)
Primary alkyl halides and epoxides react with 1-lithiocyclopropyl phenyl sulfide to give derivatives suitable for transformation to carbonyl compounds or for desulfurization.
