2974-75-6Relevant academic research and scientific papers
A new synthesis of 1-phenylthio- and 1-alkylamino-4-nitrobuta-1,3-dienes
Ono, Noboru,Matsumoto, Koji,Ogawa, Takuji,Tani, Hiroyuki,Uno, Hidemitsu
, p. 1905 - 1910 (2007/10/03)
A new synthesis of push-pull dienes such as 4-nitro-1-phenylthiopenta-1,3-diene 4 and 1-dialkylamino-4-nitropenta-1,3-diene 5, is described. The X-ray crystal analysis shows that 4-nitro-1-(pynolidin-1-yl)penta-1,3-diene 5a is essentially planar in an E,E
Dienophilie des olefines captodatives: influence de l'encombrement sterique des α-alkylthioacrylonitriles sur la stereoselectivite des reactions de Diels-Alder
Boucher, Jean-Luc,Stella, Lucien
, p. 276 - 282 (2007/10/02)
The Diels-Alder reaction of cyclopentadiene with a series of α-alkyl-(or aryl)-thioacrylonitriles were investigated.The spontaneous cycloaddition occurs at room temperature affording adducts in excellent yield.The stereochemical assignments of the adducts
Oxidative Functionalization of the β-Carbon in α,β-Unsaturated Systems. Preparation of 3-Phenylthio Enones, Acrylates, and Other Vinyl Derivatives
Bakuzis, Peter,Bakuzis, Marinalva L. F.
, p. 235 - 239 (2007/10/02)
The β-carbon of α,β-unsaturated ketones, esters, lactones, and nitriles can be oxidatively functionalized in a regiospecific manner in a simple sequence of reactions.Michael addition of thiophenol followed by oxidation with N-chlorosuccinimide gives chloro sulfides that readily lose HCl to give 3-phenylthio enones, acrylates, and other vinyl derivatives.
