33720-25-1Relevant academic research and scientific papers
Magnesium Aldimines Prepared by Addition of Organomagnesium Halides to 2,4,6-Trichlorophenyl Isocyanide: Synthesis of 1,2-Dicarbonyl Derivatives
Schw?rzer, Kuno,Bellan, Andreas,Z?schg, Maximilian,Karaghiosoff, Konstantin,Knochel, Paul
supporting information, p. 9415 - 9418 (2019/05/10)
The selective addition of organomagnesium reagents to 2,4,6-trichlorophenyl isocyanide leading to magnesiated aldimines is reported. These aldimines react with Weinreb amides, ketones, or carbonates to provide the corresponding carbonyl derivatives after acidic cleavage. This allows for an efficient synthesis of 1,2-dicarbonyl compounds and α-hydroxy ketones.
A Desulfonylative Approach in Oxidative Gold Catalysis: Regiospecific Access to Donor-Substituted Acyl Gold Carbenes
Chen, Hongyi,Zhang, Liming
, p. 11775 - 11779 (2015/10/05)
Donor-substituted acyl gold carbenes are challenging to access selectively by gold-promoted intermolecular oxidation of internal alkynes as the opposite regioisomers frequently predominate. By using alkynyl sulfones or sulfonates as substrates, the oxidative gold catalysis in the presence of substituted pyridine N-oxides offers regiospecific access to acyl/aryl, acyl/alkenyl, and acyl/alkoxy gold carbenes by in situ expulsion of sulfur dioxide. The intermediacies of these reactive species are established by their reactivities, including undergoing further oxidation by the same oxidant, cyclopropanation of styrenes, engaging in a [3+2] cycloaddition with α-methylstyrene, and conversion into dienones. Accept it: A desulfonylative approach was developed to regiospecifically access these underexplored acyl gold carbenes from either alkynyl aryl/alkenyl sulfones or alkynyl sulfonate substrates. The reactivities of these donor- and acceptor-substituted carbenes are examined.
Ruthenium-catalyzed oxidation of alkynes to 1,2-diketones under room temperature and one-pot synthesis of quinoxalines
Xu, Yuan,Wan, Xiaobing
supporting information, p. 642 - 645 (2013/02/23)
A ruthenium-catalyzed alkyne oxidation to 1,2-diketones using Oxone under room temperature is reported. Both substrate scope and mechanism were discussed. Notably, combination of the alkyne oxidation and condensation cyclization in one pot offers a very efficient and convenient entry into quinoxaline derivatives.
Synthesis of Symmetrically and Unsymmetrically Substituted α-Diones from Organometallic Reagents and 1,4-Dialkylpiperazine-2,3-diones
Mueller-Westerhoff, Ulrich T.,Zhou, Ming
, p. 4988 - 4992 (2007/10/02)
The reaction of an equimolar mixture of N,N'-dialkylethylenediamines and diethyl oxalate in diethyl ether or 2-propanol leads to 1,4-dialkylpiperazine-2,3-diones.As cyclic and nearly planar tetraalkyl oxamides, these compounds are able to react with 2 equiv of organolithium or Grignard compounds to form, after hydrolysis, symmetrically substituted α-diones in excellent yields.The sequential addition of 1 equiv each ot two different organolithium compounds affords unsymmetrically substituted α-diones when the more soluble longer chain dialkyl derivatives of piperazine-2,3-dione are employed.The dialkylethylenediamines can conveniently be recovered and recycled to the 1,4-dialkylpiperazine -2,3-diones in good yields.
