1395329-06-2Relevant academic research and scientific papers
Transition-metal-free α-arylation of β-keto amides via an interrupted insertion reaction of arynes
Mohanan, Kishor,Coquerel, Yoann,Rodriguez, Jean
supporting information, p. 4686 - 4689 (2012/10/29)
Direct α-arylation reactions of secondary β-keto amides with arynes, generated by fluoride-induced elimination of ortho-silyl aryltriflates, are described. The transformation proceeds via an interrupted insertion reaction of arynes and leads to densely functionalized aromatic compounds exhibiting a chiral 'all carbon' quaternary center under transition-metal-free conditions. An organocatalytic asymmetric version of the reaction also proved possible, affording the proof of concept that arynes can be involved in enantioselective transformations.
