- Selective photoredox decarboxylation of α-ketoacids to allylic ketones and 1,4-dicarbonyl compounds dependent on cobaloxime catalysis
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A photoredox/cobaloxime co-catalyzed coupling reaction of α-ketoacids and methacrylates to obtain allylic ketones is described. Without the cobaloxime catalyst, 1,4-dicarbonyl compounds are generated. The cobaloxime catalyst enables dehydrogenation to generate the formation of new olefins. The generality, good substrate scope and mild conditions are good features in the photoredox/cobaloxime catalysis protocol, and this method will provide new opportunities for the functionalization of more olefins.
- Zhang, Hong,Xiao, Qian,Qi, Xu-Kuan,Gao, Xue-Wang,Tong, Qing-Xiao,Zhong, Jian-Ji
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supporting information
p. 12530 - 12533
(2020/11/02)
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- Copper-catalyzed oxidative decarboxylative coupling of α-keto acids and sulfoximines
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A copper-catalyzed oxidative decarboxylative coupling of α-keto acids with NH-sulfoximines has been developed. With CuBr as the catalyst and K2S2O8 as the oxidant, this reaction enables the formation of a C-N bond and gives N-aroylsulfoximine products in moderate to excellent yields. The reaction mechanism is likely to involve the generation of a reactive aroyl radical intermediate.
- Pimpasri, Chaleena,Sumunnee, Ladawan,Yotphan, Sirilata
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supporting information
p. 4320 - 4327
(2017/07/10)
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- Palladium-catalyzed ortho-acylation of N-Nitrosoanilines with α-oxocarboxylic acids: A convenient method to synthesize N-Nitroso ketones and indazoles
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An efficient and mild protocol for regioselective synthesis of N-Nitroso aryl ketones by palladium-catalyzed direct acylation of arenes using N-Nitroso as directing groups is described. This reaction proceeded smoothly and could tolerate a variety of functional groups. Moreover, this chemistry offers a convenient access to a range of indazoles.
- Zhang, Liang,Wang, Zhe,Guo, Peiyu,Sun, Wei,Li, Ya-Min,Sun, Meng,Hua, Chengwen
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supporting information
p. 2511 - 2514
(2016/05/24)
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- Pd-catalyzed decarboxylative ortho-acylation of O-methyl oximes with phenylglyoxylic acids
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Aryl ketones were synthesized via Pd-catalyzed decarboxylative coupling between O-methyl oximes and phenylglyoxylic acids using (NH4) 2S2O8 as the oxidant. The Royal Society of Chemistry 2013.
- Yang, Zhiyong,Chen, Xiang,Liu, Jidan,Gui, Qingwen,Xie, Kai,Li, Miaomiao,Tan, Ze
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supporting information
p. 1560 - 1562
(2013/03/13)
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- Diphenylparabanic acid as a synthon for the synthesis of α-diketones and α-ketocarboxylic acids
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Diphenylparabanic acid was found to react with >2 equiv of organolithiums at -78 °C to effectively give the corresponding symmetrical α-diketones. However, upon treatment with 1 equiv of organolithium, the parabanic acid gave mainly 5-substituted 5-hydroxyimidazolidine-2,4-diones. On the other hand, Grignard reagents were less reactive toward the parabanic acid at low temperature, and selectively gave the corresponding 5- hydroxyimidazolidine-2,4-diones even if more than 1 equiv of the reagents was used. A tandem process in which the parabanic acid was first reacted with a Grignard reagent and then reacted in one-pot with an organolithium effectively gave the unsymmetrical α-diketone. 5-Substituted 5-hydroxyimidazolidine-2, 4-diones were useful as versatile precursors for preparing α- ketocarboxylic acids as well as unsymmetrical α-diketones.
- Watanabe, Nobuko,Hamano, Mitsutaka,Todaka, Shota,Asaeda, Takahiro,Ijuin, Hisako K.,Matsumoto, Masakatsu
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p. 632 - 639
(2012/03/22)
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- AMINO SUBSTITUTED PYRIMIDINES AND TRIAZINES
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Pyrimidines and triazines of formula (I) wherein R is C 1-6alkyl, amino, mono-or diC 1-6alkylamino; R 1 is hydrogen, C 1-6alkyl, C 3-6alkenyl, hydroxyC 1-6alkyl or C 1-6alkyloxy-C 1-6alkyl; R 2 is C 1-6alkyl, mono-or diC 3-6cycloalkylmethyl, phenylmethyl, substituted phenylmethyl, C 1-6alkyloxy-C 1-6alkyl, hydroxyC 1-6alkyl, C 1-6alkyloxycarbonylC 1-6alkyl, C 3-6alkenyl; or R 1 and R 2 taken together with the nitrogen to which they are attached may form a pyrrolidinyl, morpholinyl or piperidinyl group; X is N or CR 3; R 3 is hydrogen or C 1-6alkyl; R 4 is phenyl or substituted phenyl; A is or--CR 7R 8--wherein R 5 and R 6 each independently are hydrogen or C 1-4alkyl; R 7 is hydrogen or OH, R 8 is hydrogen or C 1-6alkyl; having CRF receptor antagonistic properties; pharmaceutical compositions containing these compounds as active ingredients; methods of treating disorders related to hypersecretion of CRF such as depression, anxiety, substance abuse, by administering an effective amount of a compound of formula (I).
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