Oxidative functionalization of the. beta.-carbon in. alpha.,. beta.-unsaturated systems. Preparation of 3-phenylthio enones, acrylates, and other vinyl derivatives
P Bakuzis, MLF Bakuzis
Index: Bakuzis, Peter; Bakuzis, Marinalva L. F. Journal of Organic Chemistry, 1981 , vol. 46, # 2 p. 235 - 239
Full Text: HTML
Citation Number: 124
Abstract
The 8-carbon of cy, 8-unsaturated ketones, esters, lactones, and nitriles can be oxidatively functiondized 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.
Related Articles:
[Narayanaperumal, Senthil; Alberto, Eduardo E.; Gul, Kashif; Kawasoko, Cristiane Yuriko; Dornelles, Luciano; Rodrigues, Oscar E.D.; Braga, Antonio Luiz Tetrahedron, 2011 , vol. 67, # 25 p. 4723 - 4730]
Efficient CuO??Nanoparticle??Catalyzed C S Cross??Coupling of Thiols with Iodobenzene
[Rout, Laxmidhar; Sen, Tamal K.; Punniyamurthy, Tharmalingam Angewandte Chemie - International Edition, 2007 , vol. 46, # 29 p. 5583 - 5586]
[Karimi, Babak; Zareyee, Daryoush Phosphorus, Sulfur and Silicon and the Related Elements, 2004 , vol. 179, # 1 p. 77 - 81]
[Applied Catalysis A: General, , vol. 450, p. 50 - 56]
[Applied Catalysis A: General, , vol. 450, p. 50 - 56]