22964-15-4Relevant articles and documents
Copper-catalyzed coupling of anthranils and α-keto acids: Direct synthesis of α-ketoamides
Li, Ping-Gui,Zhu, Hao,Fan, Min,Yan, Cheng,Shi, Kai,Chi, Xi-Wen,Zou, Liang-Hua
supporting information, p. 5902 - 5907 (2019/06/24)
Copper-catalyzed coupling of α-keto acids with anthranils is reported for the synthesis of α-ketoamides. This process involves N-O/C-O bond cleavages and C-N bond formation. Furthermore, the decarboxylation of α-keto acids can be successfully suppressed under redox-neutral conditions.
Photochemical Reactions of Halo-/Aryl Sulfide-Substituted Alkyl Phenylglyoxylate, an Assessment of the Lifetime of the Intermediate 1,4-Biradical
Hu, Shengkui,Neckers, Douglas C.
, p. 7827 - 7831 (2007/10/03)
Photochemical reactions of several halo/aryl sulfide-substituted alkyl phenylglyoxylates (1) were studied. For 2′-bromo- (1b), 2′-iodo- (1c), 2′-(phenylthio)- (1d), and 2′-(phenylsulfinyl)- (1e) ethyl phenylglyoxylate, vinyl phenylglyoxylate (2), proposed to be the result of β-elimination from the 1,4-biradical formed by triplet state γ-hydrogen abstraction, is the dominant photoproduct. In the cases 1b and Id Norrish Type II products were also observed. Vinyl phenylglyoxylate (2) was not observed with 2′-chloroethyl (1a), 3′-bromopropyl (1f), and 3′-(phenylthio)propyl (1g) phenylglyoxylate. The lifetime of the 1,4-biradical intermediate is deduced from the competition between the β-elimination of the monoradical and the normal biradical decay. The triplet lifetime and the photoreaction efficiency of 1 were not significantly affected by halogen-substitution.
