1040751-50-5Relevant academic research and scientific papers
Palladium-catalyzed direct Heck arylation of dual π-deficient/π- excessive heteroaromatics. Synthesis of C-5 arylated imidazo[1,5-a]pyrazines
Wang, Jian-Xin,McCubbin, J. Adam,Jin, Meizhong,Laufer, Radoslaw S.,Mao, Yunyu,Crew, Andrew P.,Mulvihill, Mark J.,Snieckus, Victor
supporting information; experimental part, p. 2923 - 2926 (2009/04/18)
(Chemical Equation Presented) A general and efficient synthesis of 5-aryl imidazo[1,5-a]pyrazines by palladium-catalyzed coupling of the corresponding 8-substituted derivatives with aryl halides is described. The scope of this new reaction for the imidazo[1,5-a]pyrazine ring system was explored using three readily available 8-substituted precursors, X = NH2, NMe2, and OMe, as well as 8-aryl derivatives, X = Ar?. On the basis of these results as well as studies using a deuterated derivative, a Heck-like mechanism is proposed for this transformation.
