Continuous Flow Nucleophilic Aromatic Substitution with Dimethylamine Generated in Situ by Decomposition of DMF
TP Petersen, AF Larsen, A Ritzén…
Index: Petersen, Trine P.; Larsen, Anders Foller; Ritzen, Andreas; Ulven, Trond Journal of Organic Chemistry, 2013 , vol. 78, # 8 p. 4190 - 4195
Full Text: HTML
Citation Number: 16
Abstract
Aryldimethylamines can be prepared by nucleophilic aromatic substitution (S N Ar) of aryl or heteroaryl halides with dimethylamine. However, because of the volatile nature of this reagent and the high temperatures or long reaction times often required,(1) outgassing from open flask reactors or pressure build-up under sealed-tube conditions can be problematic. Rather than using a premade solution, dimethylamine can be produced in situ from thermal ...
Related Articles:
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]
A convenient synthesis of methylamino and dimethylamino substituted aromatic compounds
[Watanabe, Tokuhiro; Tanaka, Yukiko; Sekiya, Kohko; Akita, Yasuo; Ohta, Akihiro Synthesis, 1980 , # 1 p. 39 - 41]
A mild, catalyst-free synthesis of 2-aminopyridines
[Poola, Bhaskar; Choung, Wonken; Nantz, Michael H. Tetrahedron, 2008 , vol. 64, # 48 p. 10798 - 10801]
[Haase, Mirko; Guenther, Wolfgang; Goerls, Helmar; Anders, Ernst Synthesis, 1999 , # 12 p. 2071 - 2081]
Reaction of activated aryl and heteroaryl halides with hexamethylphosphoramide
[Gupton, John T.; Idoux, John P; Baker, Graeme; Colon, Cesar; Crews, A.Donald; et al. Journal of Organic Chemistry, 1983 , vol. 48, # 17 p. 2933 - 2936]