53190-45-7Relevant academic research and scientific papers
A visible light-driven minisci-type reaction with N-hydroxyphthalimide esters
Kammer, Lisa Marie,Rahman, Aliyaah,Opatz, Till
, (2018)
A visible light-promoted protocol for the redox-neutral coupling of N-hydroxyphthalimide esters with different N-heterocyclic compounds is described. The reaction proceeds through an alkyl radical intermediate generated by reductive decarboxylation of N-hydroxyphthalimide esters. In contrast to the original Minisci protocol, polyalkylation can largely be avoided. Mechanistic investigations revealed a radical chain mechanism which in some cases can proceed even if no photocatalyst is added. This valuable and functional group-tolerant reaction produces substituted heterocycles in moderate to excellent yield. The use of inexpensive starting materials and LEDs as the light source are key features of this C–C bond formation.
Tandem oxidation processes for the preparation of nitrogen-containing heteroaromatic and heterocyclic compounds
Raw, Steven A.,Wilfred, Cecilia D.,Taylor, Richard J.K.
, p. 788 - 796 (2007/10/03)
α-Hydroxy ketones undergo manganese dioxide-mediated oxidation followed by in situ trapping with aromatic or aliphatic 1,2-diamines to give quinoxalines or dihydropyrazines, respectively, in a one-pot procedure which avoids the need to isolate the highly reactive dicarbonyl intermediates. The scope and limitations of these procedures are outlined and modifications to this procedure are discussed in which reduction is carried out in the same reaction vessel, generating piperazines, or oxidation, leading to pyrazines.
Preparation of quinoxalines, dihydropyrazines, pyrazines and piperazines using tandem oxidation processes
Raw, Steven A.,Wilfred, Cecilia D.,Taylor, Richard J. K.
, p. 2286 - 2287 (2007/10/03)
α-Hydroxyketones undergo MnO2-mediated oxidation followed by in situ trapping with aromatic or aliphatic 1,2-diamines to give quinoxalines or dihydropyrazines, respectively, in a one pot procedure which avoids the need to isolate the highly rea
