Highly selective mono-N-benzylation and amidation of amines with alcohols or carboxylic acids using the Ph2PCl/I2/imidazole reagent system
N Nowrouzi, MZ Jonaghani
Index: Nowrouzi, Najmeh; Jonaghani, Mohammad Zareh Canadian Journal of Chemistry, 2012 , vol. 90, # 6 p. 498 - 509
Full Text: HTML
Citation Number: 4
Abstract
Chlorodiphenylphosphine, imidazole, and molecular iodine in refluxing dichloromethane are used for the efficient preparation of amides under mild reaction conditions. This reagent system also shows excellent selectivity for mono-N-alkylation of amines with alcohols. In this system, the resulting phosphorus byproduct (diphenylphosphinic acid) is easily removed by extraction using an aqueous basic solution in the workup processes, which avoids the ...
Related Articles:
[Yadav, Arvind K.; Srivastava, Vishnu P.; Yadav, Lal Dhar S. Tetrahedron Letters, 2012 , vol. 53, # 52 p. 7113 - 7116]
[Ray, Suman; Bhaumik, Asim; Dutta, Arghya; Butcher, Ray J.; Mukhopadhyay, Chhanda Tetrahedron Letters, 2013 , vol. 54, # 17 p. 2164 - 2170]
Synthesis of S-thioacyl dithiophosphates, efficient and chemoselective thioacylating agents
[Doszczak, Leszek; Rachon, Janusz Journal of the Chemical Society. Perkin Transactions 1, 2002 , # 10 p. 1271 - 1279]
New direct synthesis of thioamides from carboxylic acids
[Borthakur, Naleen Tetrahedron Letters, 1995 , vol. 36, # 37 p. 6745 - 6746]
Isothiocyanate, VII. Spaltungsreaktionen an α??Carbäthoxy??und α??Acetyl??acetthioessigsäureamiden
[Justus Liebigs Annalen der Chemie, , vol. 695, p. 49 - 54]