Carbon-nitrogen cross coupling

The first examples of microwave-mediated solid-phase carbon-nitrogen cross-coupling reactions were reported in 1999 by the group of Combs [16], using a boronic... 

Copper-Catalyzed Carbon-Nitrogen Cross-Coupling Reactions... 

Jiang L, Buchwald SL (2004) Palladium-catalyzed aromatic carbon-nitrogen bond formation. In de Meijere A, Diedeiich F (eds) Metal-catalyzed cross-coupling reactions, 2nd edn. Wiley-VCH, Weinheim... 

Metal complexes as catalysts for oxygen, nitrogen and carbon-atom transfer reactions (Tsutomu Katsuki) Metal complexes as catalysts for H-X (X = B,CN, Si, N, P) addition to CC multiple bonds (M. Whittlesey) Metal complexes as catalysts for C-C cross-coupling reactions (I. Beletskaya, A.V. Cheprakov)... 

Cross-coupling reaction of aryl halides with arylamines is a straightforward method for forming a carbon-nitrogen bond and is catalyzed by a palladium complex. This methodology was applied by Kanbara, Mullen, and several groups to... 

Paul, F., Patt, J., Hartwig, J. F. Palladium-catalyzed formation of carbon-nitrogen bonds. Reaction intermediates and catalyst improvements in the hetero cross-coupling of aryl halides and tin amides. J. Am. Chem. Soc. 1994,116, 5969-5970. 

Also it has been proposed that bonds exist between cuticular protein and chitin (38). Solid state l N-NMR analysis of chitin prepared by alkali extraction of 1, 3-[ 5 ]-histidine labeled M. sexta pupal exuviae revealed an N chemical shift expected for the substituted imidazole nitrogen cross-link structure depicted in Fig. 3 (24). Apparently, the chitin is not coupled directly to protein but, instead, to a diphenolic carbon, which serves as a part of the bridge between protein and chitin macromolecules. 

The synthesis of sodium channel inhibitor 1 [82] illustrates the utility of the /V-oxide strategy by using it not only to form the biaryl carbon-carbon bond, but also to form the C4 carbon-nitrogen bond. Diaryl ether 3, prepared by a copper catalyzed cross-coupling of 4-fluorophenol and l-bromo-4-iodobenzene [83], was coupled... 

A further improvement was achieved by employing 3,4,7,8-tetramethyl-1,10-phenanthroline (33) as ligand. The combination of NiCla and 33 catalyses cross-coupling of aliphatic iV-tosylaziridines and primary alkylzinc reagents under mild conditions. In this transformation the carbon-nitrogen bond cleavage mainly occurs at the less-hindered side of the aziridine (Scheme 14.40). In addition, when enantiopure benzylaziridine was... 

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