S, S-Dimethyl dithiocarbonate: a useful reagent for efficient conversion of aldoximes to nitriles
TA Khan, S Peruncheralathan, H Ila, H Junjappa
Index: Khan, Taukeer Ahmad; Peruncheralathan, Saravanan; Ila, Hiriyakkanavar; Junjappa, Hiriyakkanavar Synlett, 2004 , # 11 p. 2019 - 2021
Full Text: HTML
Citation Number: 17
Abstract
In an initial study, benzaldoxime was reacted with 1 in the presence of triethylamine in refluxing dichloromethane and gave benzonitrile only in moderate yield (50%). We therefore undertook an optimization of the reaction conditions to improve the low conversion of starting material and found that aldoxime 2a (1.0 mmol) was smoothly converted to nitrile 4a when heated with 1 (1.1 mmol) in dioxane in the presence of triethylamine (5.0 mmol, Scheme [1] ). We ...
Related Articles:
[Ushijima, Sousuke; Moriyama, Katsuhiko; Togo, Hideo Tetrahedron, 2012 , vol. 68, # 24 p. 4588 - 4595]
Cyanation of indoles with benzyl cyanide as the cyanide anion surrogate
[Zhang, Lianpeng; Wen, Qiaodong; Jin, Jisong; Wang, Chen; Lu, Ping; Wang, Yanguang Tetrahedron, 2013 , vol. 69, # 21 p. 4236 - 4240]
[Nakao, Yoshiaki; Kanyiva, Kyalo Stephen; Oda, Shinichi; Hiyama, Tamejiro Journal of the American Chemical Society, 2006 , vol. 128, # 25 p. 8146 - 8147]
Novel 5-HT3 antagonists: indol-3-ylspiro (azabicycloalkane-3, 5'(4'H) oxazoles)
[Swain; Baker; Kneen; Herbert; Moseley; Saunders; Seward; Stevenson; Beer; Stanton; Watling; Ball Journal of Medicinal Chemistry, 1992 , vol. 35, # 6 p. 1019 - 1031]
Copper-mediated C3-cyanation of indoles by the combination of amine and ammonium
[Liu, Bin; Wang, Jiehui; Zhang, Bo; Sun, Yang; Wang, Lei; Chen, Jianbin; Cheng, Jiang Chemical Communications, 2014 , vol. 50, # 18 p. 2315 - 2317]