170952-79-1Relevant articles and documents
2-Imidazolidinone benzofurans as unexpected outcome of the Lewis acid mediated Nenitzescu reaction
Alegbejo Price, Temitayo Omowumi,Dehaen, Wim,Emery, Flavio Da Silva,Horsten, Tomas,Van Meervelt, Luc
supporting information, p. 2028 - 2032 (2022/02/11)
The Lewis acid mediated Nenitzescu reaction with piperazinone enaminoesters surprisingly afforded rearranged 2-imidazolidinone 5-hydroxybenzofurans. The reaction was optimised and a scope study was performed. A one-pot two-step procedure was realised starting directly from 1,2-diaminoethane, diethyl acetylene dicarboxylate and 1,4-benzoquinone. A plausible reaction mechanism is proposed.
Bulk gold-catalyzed reactions of diazoalkanes with amines and O2 to give enamines
Zhou, Yibo,Angelici, Robert J.,Keith Woo
scheme or table, p. 8 - 15 (2010/11/24)
Bulk gold powder, consisting of approximately 5-50 μm particles, catalyzes reactions of diazoalkanes E(H)C=N2, where E is CO 2Et or PhC(O), with amines R1R2NH and O 2 to give enamine products (R1R2N)(E)C=CH(E) in 58-94% yield. The reactions are proposed to occur by initial formation of surface-bound (E)(H)C: carbene groups that are attacked by nucleophilic amines. The enamine products are very different than those obtained in reactions catalyzed by homogeneous transition metal complexes. These reactions of diazoalkanes, amines, and O2 represent a new type of bulk gold-catalyzed reaction.
