Amination of heterocycles

The a-amination of heterocycles is an efficient way to prepare a range of materials that are valuable components for the preparation of biologically active materials. 

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Amination of heterocyclic nitro compounds such as nitroquinolines, nitroisoquinolines, or nitropyridines can be carried out by means of a liquid ammonia-KMn04 system, which has been studied by Wozniak and coworkers (Eq. 9.44). Frontier molecular orbital calculation can predict the reactivity and regioselectivity of this amination.75 In a similar way, nitroquinolines are methylaminated with a liquid methylamine solution of KMn04.76... 

B-71MI20502 A. F. Pozharskii and A. M. Simonov Chichibabin Amination of Heterocycles ,... 

The Amination of Heterocyclic Bases by Alkali Amides M. T. Leffler, Org. React., 1942, 1, 91-104. 

The amination of heterocyclic bases such as pyridine, quinoline, and their derivatives by alkali amides furnishes a good method for obtaining the 2-amino compounds (50-100%). The scope and limitations of the reaction have been reviewed the procedure is illustrated by the preparation of 2-aminopyridine (76%). ... 

Leffler, M. T. Organic Reactions. I Amination of heterocyclic bases by alkali amides. 1942, 91-104. 

The only other information in the literature on the amination of heterocyclic systems that contain more than two condensed benzene rings is the successful amination of phenanthreno[9,10,11 -d,e,f quinoline (154) in DMA with sodium amide at 15O-155°C. The reported yield was 88% (Scheme 58) (79CHE218). 

Amination of heterocycles with hydroxylamine-O-sulfonic acid 820PP265. Cations and pseudobases, equilibrium constants 80H(14)20I5, Dehydroaromatization of heterocycles, one-electron transfer by ... 

N-Amination of heterocycles disclosed useful synthons, the N-amino-heterocycles. Several pyridazines were transformed by hydroxylamine-0-sulfonic acid into the corresponding 1-aminopyridazinium derivatives. Substituted pyridazines, like 3-methyl-, or 3-methyl-6-methoxypyridazine were aminated only at but 3-methoxypyridazine gives the 1-amino... 

Pozharskii AF, Simonov AM (1971) Chichibabin Amination of Heterocycles. University... 

Consequently, a significant research effort has focused on the aminations of heterocyclic halides. Most prominent here are the pyridyl hahdes, for which several catalyhcally active systems based on ligands, such as biphenyl monophosphines, carbenes, TAPs or Josiphos-type phosphines, have been reported [52, 98, 62, 67,... 

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