26551-48-4Relevant academic research and scientific papers
Mechanism of the Lanthanum Bromide Assisted Electrochemical Aldolization of α-Bromo Ketones
Fry, Albert J.,Susla, Marko
, p. 3225 - 3229 (1989)
Linear sweep voltammetry, preparative electrolyses under a variety of experimental conditions, and trapping experiments have been used to explore the mechanism of the formation of the aldol 2-benzoyl-1-phenylpropanol by electrochemical reduction of α-brom
Continuous multistep synthesis of 2-(azidomethyl)oxazoles
Rossa, Thaís A.,Suveges, Nícolas S.,Sá, Marcus M.,Cantillo, David,Kappe, C. Oliver
supporting information, p. 506 - 514 (2018/03/21)
An efficient three-step protocol was developed to produce 2-(azidomethyl)oxazoles from vinyl azides in a continuous-flow process. The general synthetic strategy involves a thermolysis of vinyl azides to generate azirines, which react with bromoacetyl brom
α,α-Alkylation-Halogenation and Dihalogenation of Sulfoxonium Ylides. A Direct Preparation of Geminal Difunctionalized Ketones
Gallo, Rafael D. C.,Ahmad, Anees,Metzker, Gustavo,Burtoloso, Antonio C. B.
, p. 16980 - 16984 (2017/11/27)
A one-pot alkylation–halogenation of ketosulfoxonium ylides in the presence of alkyl halides is described. The method furnishes several gem-difunctionalized haloketones (an alkyl and F, Cl, Br, or I) in good yields. Replacing alkyl halides with a mixture of electrophilic halogen species and various halide anions led to gem-dihalogenated ketones containing a combination of the same or two different halogens. Kinetic isotopic effects as well as reaction kinetic experiments give insight to the mechanism of these reactions.
An expeditious synthesis of methyl 5-(2-amino 4-arylthiazolyl) acetates using microwave irradiation
Attimarad, Mahesh,Mohan
, p. 1276 - 1279 (2008/09/21)
2,4,5-Trisubstituted thiazole derivatives can be prepared conveniently by condensation of methyl 3-bromo-3-aroyl propionates with thiourea and (un)substituted phenyl thiourea under microwave irradiation in good yields. The structures of the newly synthesized compounds are characterized by spectral data and elemental analysis.
Acid-mediated cyclization of 3-benzoyl-2-cyanobutyronitrile to 2-amino-4-methyl-5-phenylfuran-3-carbonitrile
Watanuki, Susumu,Sakamoto, Shuichi,Harada, Hironori,Kikuchi, Kazumi,Kuramochi, Takahiro,Kawaguchi, Ken-Ichi,Okazaki, Toshio,Tsukamoto, Shin-Ichi
, p. 127 - 130 (2007/10/03)
Cyclization of 3-benzoyl-2-cyanobutyronitrile to 2-amino-4-methyl-5-phenylfuran-3-carbonitrile was effected under acidic conditions, rather than the basic conditions previously reported. Since treatment with trifluoroacetic acid (TFA) at room temperature is very mild, 2-amino-4-methyl-5-phenylfuran-3-carbonitriles containing various functional groups can be accessed via this route.
4-aryl oxazoles
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, (2008/06/13)
Novel oxazole derivatives of the formula STR1 (wherein R1 is hydrogen or a straight, branched or cyclic alkyl group of 1 to 6 carbon atoms, R2 is hydrogen, halogen, trifluoromethyl, or a straight, branched or cyclic alkylthio of 1 to 3 carbon atoms, and n is 1 or 2) or pharmaceutically acceptable salts or esters thereof are synthesized through several routes. The derivatives have hypoglycemic, glucose tolerance improving and insulin sensitivity increasing activities and are of value as antidiabetic drugs.
Preparation and Rearrangement of cis-Methyl 3,4-Epoxy-4-(4'-methylphenyl)butanoate
Bhat, K. S.,Rao, A. S.
, p. 355 - 358 (2007/10/02)
AlCl3 catalysed bromination of methyl 4-keto-4-(4'-methylphenyl)butanoate (2) is regioselective and furnishes methyl 3-bromo-4-keto-4-(4'-methylphenyl)butanoate (3). 3 on NaBH4 reduction in the presence of NaHCO3 furnishes a mixture of cis-methyl 3,4-epoxy-4-(4'-methylphenyl)butanoate (9), methyl (E)-4-hydroxy-4-(4'-methylphenyl)but-2-enoate (12), 4-(4'-methylphenyl)butanolide (26) and 2. 12 can be transformed to 1 on heating with NaOH-ethanol.BF3 catalysed rearrangement of 9 furnishes methyl 3-keto-4-(4'-methylphenyl)butanoate (17).The sequence of reactions 2->3->9->17 constitutes an interesting example of ketone transposition and provides a convenient route for the preparation of 17 from the readily available 2.
