47074-06-6Relevant articles and documents
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
supporting information, p. 7386 - 7389 (2021/08/03)
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.
Photo-mediated [1, 3]-Carbonyl shift of β-Ketocarbonyls
Zhang, Wenzhao,Li, Yao,Luo, Sanzhong
, (2020/04/29)
An organic amine mediated photolytic [1,3]-benzoyl migration of β-benzoyl carbonyl compounds was reported. This migration was achieved by Norrish-Yang cyclization and retro-aldol reaction under black light (365 nm) or visible light irradiation. This photolytic protocol provides an alternative approach to the synthesis of 1,5-dicarbonyl compounds. By chiral primary amine catalysis, a kinetic resolution was also developed to afford enantioenriched 1,5-dicarbonyls.
Generation of β-keto radicals from cyclopropanols catalyzed by AgNO3
Chiba, Shunsuke,Cao, Zhengyan,El Bialy, Serry Atta Atta,Narasaka, Koichi
, p. 18 - 19 (2007/10/03)
Various β-keto radicals are generated from cyclopropanols by treatment with a catalytic amount of AgNO3 and (NH4) 2S2O8 as a reoxidant in the presence of pyridine. Thus, generated β-keto radicals react with alkenes to yield addition products. Copyright