3400-88-2Relevant academic research and scientific papers
On the Michael addition of water to α,β-unsaturated ketones using amino acids
Resch, Verena,Seidler, Christiane,Chen, Bi-Shuang,Degeling, Ian,Hanefeld, Ulf
, p. 7697 - 7704 (2013)
The use of water as a nucleophile for Michael additions is still a challenge in organic chemistry. In this report we describe the use of amino acids as catalysts for the Michael addition of water to α,β- unsaturated ketones. All 20 proteinogenic amino aci
NITROGEN-CONTAINING HETEROCYCLIC COMPOUND AND COMPOSITION THEREOF, PREPARATION METHOD THEREFOR, AND APPLICATION THEREOF
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Paragraph 0259-0260, (2021/10/07)
Disclosed by the present invention are a nitrogen-containing heterocyclic compound, and a composition thereof, a preparation method therefor and an application thereof. The structure of the nitrogen-containing heterocyclic compound according to the presen
Synthesis of Halomethyl Isoxazoles/Cyclic Nitrones via Cascade Sequence: 1,2-Halogen Radical Shift as a Key Link
Chen, Hong-Lei,Wei, Dian,Zhang, Jian-Wu,Li, Cheng-Lin,Yu, Wei,Han, Bing
supporting information, p. 2906 - 2910 (2018/05/28)
A novel iminoxyl radical-promoted dichotomous regioselective 5-exo-trig cyclization onto vinylic halogen/1,2-halogen radical shift sequence is developed for the synthesis of halomethyl isoxazoles/cyclic nitrones using β-halo-β,?- and ?-halo-?,?-unsaturated ketoximes as the substrates and PhI(OAc)2/TEMPO as the oxidation system. DFT calculations reveal that a halogen-bridged three-membered ring transition state is involved in the 1,2-Cl-/Br-atom shift, while the 1,2-I atom migration can be taken into account with an elimination/readdition mechanism. The migration ability was indicated to be ranked in the following order: I > Br > Cl.
Preparation of N-arylamines from 2-oxo-7-azobicyclo[4.1.0]heptanes
Barros, M. Teresa,Dey, Suvendu S.,Maycock, Christopher D.,Rodrigues, Paula
scheme or table, p. 6263 - 6268 (2012/08/28)
A wide range of N-phenylated secondary amines were prepared directly from 2-oxo-7-azobicyclo[4.1.0]heptanes using 4-nitrobenzoic acid as acid catalyst. The intermediate enol esters could also be isolated under similar conditions. A catalytic cycle is proposed.
Diels-Alder routes to angularly halogenated cis-fused bicyclic ketones: Readily accessible cyclynone intermediates
Lee, Jun Hee,Kim, Woo Han,Danishefsky, Samuel J.
supporting information; scheme or table, p. 4653 - 4654 (2010/10/02)
We have developed an efficient Lewis acid-catalyzed Diels-Alder route to a series of cis-fused bicyclic ketones bearing quaternary halogenation at the angular position. We have also developed a Diels-Alder-based one-flask method for the regioselective pre
The α-halogenation of α,β-unsaturated carbonyls and dihalogenation of alkenes using bisacetoxyiodobenzene/pyridine hydrohalides
Ngatimin, Marsewi,Gartshore, Christopher J.,Kindler, Jeremy P.,Naidu, Sudha,Lupton, David W.
experimental part, p. 6008 - 6011 (2010/03/03)
A procedure for the α-chlorination or bromination of a number of α,β-unsaturated carbonyls, and the dichlorination or bromination of alkenes, is developed using bisacetoxyiodobenzene (BAIB) and the HCl or HBr salt of pyridine. The reaction proceeds in an
Halogenation of carbonyl compounds by an ionic liquid, [AcMIm]X, and Ceric Ammonium Nitrate (CAN)
Ranu, Brindaban C.,Adak, Laksmikanta,Banerjee, Subhash
, p. 358 - 362 (2008/02/13)
An ionic liquid, acetylmethylimidazolium halide ([AcMIm]X), in combination with ceric ammonium nitrate promotes halogenations of a wide variety of ketones and 1,3-keto esters at the ?-position. The ionic liquid acts here as reagent as well as reaction medium, and thus the reaction does not require any organic solvent or conventional halogenating agent. The reaction is completely arrested when the radical quencher TEMPO is used. A plausible radical mechanism is also suggested. CSIRO 2007.
VINYL-PHENYL DERIVATIVES FOR INFLAMMATION AND IMMUNE-RELATED USES
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Page/Page column 115-116, (2010/11/28)
The invention relates to compounds of structural formula (Ia): Formula (Ia) or a pharmaceutically acceptable salt, solvate, clathrate, or prodrug thereof, wherein X1, X2, X3, X4, X6, X10, R
The α-arylation of α-bromo- and α-chloroenones using palladium-catalysed cross-coupling
Banks, James C.,Mele, David Van,Frost, Christopher G.
, p. 2863 - 2866 (2007/10/03)
The palladium-catalysed cross-coupling reaction of various arylboronic acids with α-bromoenones and α-chloroenones offers an operationally simple approach to the synthesis of both cyclic and acyclic α-arylenones.
Asymmetric conjugate addition to α-halo enones: Dramatic effect of styrene on the enantioselectivity
Li, Kangying,Alexakis, Alexandre
, p. 7600 - 7603 (2008/02/12)
A simple trick could prove generally valuable for asymmetric copper-catalyzed conjugate addition reactions. It was found that the enantioselectivities of such reactions of dialkyl zinc reagents with α-halo enones in the presence of chiral phosphorimidite
