A general and convenient procedure for the synthesis of N-alkylarylamines and N-alkylheteroarylamines by electrophilic amination of cuprates with N- …
P Bernardi, P Dembech, G Fabbri, A Ricci…
Index: Bernardi, Paolo; Dembech, Pasquale; Fabbri, Gaia; Ricci, Alfredo; Seconi, Giancarlo Journal of Organic Chemistry, 1999 , vol. 64, # 2 p. 641 - 643
Full Text: HTML
Citation Number: 53
Abstract
N-Alkylarylamines ArNHR can be prepared by the direct alkylation of primary aromatic amines with alkyl halides, 1 aryl sulfonates, 2 dialkyl phosphites, 3 or dimethyl oxalate, 4 provided that a large excess of the starting amine is used. However, the separation of the product from the reaction mixture is difficult. Tertiary N, N-(dialkyl) arylamines are invariably byproducts5 because the N-alkylarylamines produced in the first step are more ...
Related Articles:
Chloroformate Free, Scalable Approach for the Synthesis of Organic Carbamates and Their Alkylation
[Shewalkar, Mukesh P.; Rao, Ramakrishna R.; Reddy, Veerbhadra; Darandale, Sunil N.; Shinde, Devanand B. Letters in Organic Chemistry, 2013 , vol. 10, # 1 p. 60 - 64]
[Londregan, Allyn T.; Jennings, Sandra; Wei, Liuqing Organic Letters, 2010 , vol. 12, # 22 p. 5254 - 5257]
A convenient synthesis of 2-(alkylamino) pyridines
[Krein, Douglas M.; Lowary, Todd L. Journal of Organic Chemistry, 2002 , vol. 67, # 14 p. 4965 - 4967]
A Highly Versatile Catalyst System for the Cross??Coupling of Aryl Chlorides and Amines
[Lundgren, Rylan J.; Sappong-Kumankumah, Antonia; Stradiotto, Mark Chemistry - A European Journal, 2010 , vol. 16, # 6 p. 1983 - 1991]
[Watanabe, Yoshihisa; Morisaki, Yasuhiro; Kondo, Teruyuki; Mitsudo, Take-Aki Journal of Organic Chemistry, 1996 , vol. 61, # 13 p. 4214 - 4218]