Chemical Communications

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:

Palladium-1, 10-phenanthroline complex encaged in Y zeolite: An efficient and highly recyclable heterogeneous catalyst for aminocarbonylation

[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]

More Articles...