Friedel–Crafts-type reactions with ureas and thioureas
EK Raja, SON Lill, DA Klumpp
Index: Raja, Erum K.; Nilsson Lill, Sten O.; Klumpp, Douglas A. Chemical Communications, 2012 , vol. 48, # 65 p. 8141 - 8143
Full Text: HTML
Citation Number: 8
Abstract
Despite the relatively low reactivities of urea and thiourea functional groups towards nucleophilic attack, we have found conditions in which they are useful substrates in Friedel– Crafts reactions. The Brønsted superacid, triflic acid, promotes these reactions and a mechanism is proposed involving dicationic, superelectrophilic intermediates.
Related Articles:
[Mei, Hui; Hu, Jianglin; Xiao, Se; Lei, Yizhu; Li, Guangxing Applied Catalysis A: General, 2014 , vol. 475, p. 40 - 47]
Solvent free, N, N′-carbonyldiimidazole (CDI) mediated amidation
[Verma, Sanjeev K.; Ghorpade, Ramarao; Pratap, Ajay; Kaushik Tetrahedron Letters, 2012 , vol. 53, # 19 p. 2373 - 2376]
Electrochemical synthesis of amides: direct transformation of methyl ketones with formamides
[Huang, Haolai; Yuan, Gaoqing; Li, Xianwei; Jiang, Huanfeng Tetrahedron Letters, 2013 , vol. 54, # 52 p. 7156 - 7159]
Double carbonylation of aryl iodides with diethylamine catalyzed by dinuclear palladium complexes
[Journal of Organometallic Chemistry, , vol. 687, # 2 p. 436 - 443]
Preparation of amides mediated by isopropylmagnesium chloride under continuous flow conditions
[Munoz, Juan De M.; Alcazar, Jesus; De La Hoz, Antonio; Diaz-Ortiz, Angel; Alonso De Diego, Sergio-A. Green Chemistry, 2012 , vol. 14, # 5 p. 1335 - 1341]