111183-81-4Relevant academic research and scientific papers
Ruthenium-catalyzed room-temperature coupling of α-keto sulfoxonium ylides and cyclopropanols for δ-diketone synthesis
Fan, Shuaixin,Fang, Lili,Li, Tielei,Wu, Weiping,Zhu, Jin
, p. 7386 - 7389 (2021)
Previous transition metal-catalyzed synthesis processes of δ-diketones are plagued by the high cost of the rhodium catalyst and harsh reaction conditions. Herein a low-cost, room temperature ruthenium catalytic method is developed based on the coupling of α-keto sulfoxonium ylides with cyclopropanols. The mild protocol features a broad substrate scope (47 examples) and a high product yield (up to 99%). Mechanistic studies argue against a radical pathway and support a cyclopropanol ring opening, sulfoxonium ylide-derived carbenoid formation, migratory insertion C-C bond formation pathway.
1,5-Dicarbonyl Compounds via Michael-Addition of Deprotonated Enamines and Allylamines to 2-(N-Methylanilino) acrylonitrile
Ahlbrecht, Hubertus,Dietz, Manfred,Weber, Lothar
, p. 251 - 254 (2007/10/02)
A new method for the synthesis of the title compounds by a onepot, three component, coupling reaction is described.Is consists of the reaction of a homoenolate anion and an enol cation equivalent with subsequent alkylation of an acyl-anion equivalent.Hence the methodology of Umpolung is used in a threefold manner within the reaction sequence.
