76849-54-2Relevant academic research and scientific papers
δ-C-H Mono- And Dihalogenation of Alcohols
Herron, Alastair N.,Liu, Dongxin,Xia, Guoqin,Yu, Jin-Quan
supporting information, p. 2766 - 2770 (2020/02/13)
Alkoxy radicals have long been known to enable remote C-H functionalization via 1,5-hydrogen atom abstraction. However, methods for their generation traditionally have relied upon highly oxidizing metals, ultraviolet radiation, or preformed peroxide intermediates, which has prevented the development of many desirable transformations. Herein we report a new bench-stable precursor that decomposes to free alkoxy radicals via a previously unreported single-electron oxidation pathway. This new precursor enables the fluorination and chlorination of remote C-H bonds under exceptionally mild conditions with exceedingly high monoselectivity. Iterative use of this precursor enables the introduction of a second halogen atom, granting access to remote dihalide motifs, including CF2 and CFCl.
Selective Carbonyl?C(sp3) Bond Cleavage To Construct Ynamides, Ynoates, and Ynones by Photoredox Catalysis
Jia, Kunfang,Pan, Yue,Chen, Yiyun
supporting information, p. 2478 - 2481 (2017/02/23)
Carbon–carbon bond cleavage/functionalization is synthetically valuable, and selective carbonyl?C(sp3) bond cleavage/alkynylation presents a new perspective in constructing ynamides, ynoates, and ynones. Reported here is the first alkoxyl-radical-enabled carbonyl?C(sp3) bond cleavage/alkynylation reaction by photoredox catalysis. The use of novel cyclic iodine(III) reagents are essential for β-carbonyl alkoxyl radical generation from β-carbonyl alcohols, including alcohols with high redox potential (EoxP>2.2 V vs. SCE in MeCN). β-Amide, β-ester, and β-ketone alcohols yield ynamides, ynoates, and ynones, respectively, for the first time, with excellent regio- and chemoselectivity under mild reaction conditions.
A catalytic conversion method for preparing pyruvate ester of lactic acid (by machine translation)
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Paragraph 0023, (2016/10/10)
A method for preparing pyruvate through catalytic conversion of lactic acid is provided; according to the method, with oxygen or air as an oxidant, alcohol as a solvent, and molybdovanadophosphoric heteropoly acid and/or tungstovanadophosphoric heteropoly acid as a catalyst, and by coupling of a catalytic oxidation reaction and an esterification reaction, lactic acid is converted into pyruvate by one step. The method directly adopts oxygen or air as the oxidant and is green and safe; the used raw material lactic acid is obtained directly from conversion of biomass resources, moreover, the reaction conditions are mild, and the method has important application prospects.
ORALLY ADMINISTRABLE VIRIDIOFUNGIN DERIVATIVE HAVING ANTI-HCV ACTIVITY
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, (2015/07/02)
An object of the present invention is to provide a compound that is useful as an orally available anti-HCV agent. The present invention relates to a compound represented by formula (1) or a pharmaceutically acceptable salt thereof. This compound has an anti-HCV activity and is useful as a medicine.
H8-BINOL chiral imidodiphosphoric acids catalyzed enantioselective synthesis of dihydroindolo-/-pyrrolo[1,2- a ]quinoxalines
Fan, Yan-Sen,Jiang, Yi-Jun,An, Dong,Sha, Di,Antilla, Jon C.,Zhang, Suoqin
supporting information, p. 6112 - 6115 (2015/01/09)
The first enantioselective synthesis of 5,6-dihydroindolo[1,2-a]quinoxalines is achieved by using a newly developed H8-BINOL-type imidodiphosphoric acid catalyst with low catalyst loading through efficient Pictet-Spengler-type reactions of indolyl anilines with ketones. This methodology also generates phenyl-4,5-dihydropyrrolo[1,2-a]quinoxalines with high yields and excellent enantioselectivities. Moreover, this method was utilized to synthesize an HIV-1 inhibitor with high yield and good enantioselectivity through a one-step procedure.
Oxone-mediated oxidative cleavage of β-keto esters and 1,3-diketones to α-keto esters and 1,2-diketones in aqueous medium
Stergiou, Anastasios,Bariotaki, Anna,Kalaitzakis, Dimitris,Smonou, Ioulia
, p. 7268 - 7273 (2013/08/15)
A versatile and highly efficient method for the direct synthesis of α-keto esters and 1,2-diketones has been developed. This approach utilizes the oxidative cleavage of a variety of β-keto esters and 1,3-diketones mediated by an Oxone/aluminum trichloride system. The simple one-step oxidation reaction proceeded selectively in aqueous media to afford products in high yields, short reaction times, and environmentally benign conditions.
Asymmetric hetero-diels-alder reaction of danishefsky's dienes with α-carbonyl esters catalyzed by an indium(III)-PyBox complex
Zhao, Bei,Loh, Teck-Peng
supporting information, p. 2914 - 2917 (2013/07/26)
An efficient catalytic enantioselective hetero-Diels-Alder reaction of Danishefsky's dienes with α-carbonyl esters using a chiral In(III)-pybox complex has been demonstrated. This protocol offers several advantages, including mild reaction conditions, relatively low catalyst loading, and good to excellent enantioselectivities. Furthermore, the absolute configurations of the new alkynyl-containing products were determined by CD spectra in combination with TD-DFT calculations.
Inhibition of proliferation and fibrotic response of activated corneal stromal cells
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, (2009/10/01)
Provided herein are methods of preventing a fibrotic response and/or scarring in a wound, comprising administering to a subject a composition comprising an amount of an amide or ester of an alpha-ketoalkanoic acid effective to inhibit a proliferative and/or fibrotic response in the wound. In one instance, the wound is to a subject's cornea, such as a wound resulting from refractive surgery. In one embodiment, the amide or ester of an alpha-ketoalkanoic acid is ethyl pyruvate.
Electrophilic α-p-tolylhydrazonylation of tert-butyl alkanoates and tertiary alkanamides with tert-butyl p-tolylazo sulfide
Dell'Erba, Carlo,Novi, Marino,Petrillo, Giovanni,Tavani, Cinzia
, p. 5889 - 5898 (2007/10/03)
The reactions of the enolates of tert-butyl alkanoates 2 and N,N-dialkylalkanamides 3 with tert-butyl p-tolylazo sulfide 1 in THF furnish good yields of the corresponding α-p-tolylhydrazonylated esters 4 and amides 5. Results are reported showing the possible transformation of 4 and 5 into the N-methylated derivatives 8 and 9 and the subsequent deblocking of the protected carbonyl function to the corresponding 2-oxoalkanoates 10 and 2-oxoalkanamides 11.
Esters of 2-Dialkylamino-2-propenoic Acids
Arnold, Zdenek
, p. 39 - 40 (2007/10/02)
The title compounds (2a-d) representing α,β-didehydroalanine derivatives and reactive equivalents of pyruvic acid, have been obtained by the reaction of methyl or tert-butyl pyruvate with dimethylamine, piperidine or morpholine in the presence of arsenous trichloride.The synthesis of dimethyl 2,4-dioxopentanedioate is given as an example of the versatile reactivity of these compounds.
