21567-23-7Relevant articles and documents
New aspects of catalytic intramolecular C-H amination: Unexpected formation of a seven-membered ring in nitrogen-containing systems
Toumieux, Sylvestre,Compain, Philippe,Martin, Olivier R.,Selkti, Mohamed
, p. 4493 - 4496 (2006)
The first example of the formation of a seven-membered ring by way of intramolecular-catalyzed amination of saturated C-H bonds is reported (Du Bois reaction). The influence of various structural parameters was studied, and it was shown that the unexpected regioselectivity observed in nitrogen-containing systems could be rationalized by conformational factors. These results open the way to innovative strategies for the general synthesis of polyfunctionalized piperidines.