25359-49-3Relevant academic research and scientific papers
Acyl polysilanes: New acyl anion equivalents for additions to electron-deficient alkenes
Bower, Justin,Box, Matthew R.,Czyzewski, Michal,Goeta, Andres E.,Steel, Patrick G.
supporting information; experimental part, p. 2744 - 2747 (2009/11/30)
Silenes, generated through thermolysis of acylpolysilanes, add to α,β-unsaturated esters to form cyclobutanes and silylsubstituted cyclopropanes In moderate yields. Upon Si-C bond oxidation the cyclopropanes are converted directly to 1,4-dicarbonyl compou
Formation of β-substituted γ-keto esters via zinc carbenoid mediated chain extension
Lin, Weimin,McGinness, Robert J.,Wilson, Emerald C.,Zercher, Charles K.
, p. 2404 - 2408 (2008/02/13)
The conversion of β-keto esters into β-methylated γ-keto esters can be achieved through treatment with zinc carbenoids derived from 1,1-diiodoethane. The incorporation of a β-phenyl substituent is also possible through treatment with diiodotoluene. Georg
Catalytic conjugate additions of carbonyl anions under neutral aqueous conditions
Myers, Michael C.,Bharadwaj, Ashwin R.,Milgram, Benjamin C.,Scheidt, Karl A.
, p. 14675 - 14680 (2007/10/03)
The conjugate addition of carbonyl anions catalyzed by thiazolium salts that is fully operative under neutral aqueous conditions has been accomplished. The combination of α-keto carboxylates and thiazolium-derived zwitterions produces reactive carbonyl an
Predominant 1,2-insertion of styrene in the Pd-catalyzed alternating copolymerization with carbon monoxide
Nozaki,Komaki,Kawashima,Hiyama,Matsubara
, p. 534 - 544 (2007/10/03)
The regioselectivity of styrene insertion to an acyl-Pd bond was studied by NMR in (i) a stoichiomeric reaction and (ii) a copolymerization with CO. In the stoichiometric reaction of styrene with [(CH3CO)Pd-(CH3CN){(R,S)-BINAPHOS}] ·[B{3,5-(CF3)2C6 H3}4], both 1,2-and 2,1-products were given. To mimic the real polymerization conditions, a polyketone-substituted complex [{CH3(CH2CHCH3CO)n}Pd{(R,S)-BINAP HOS}]·[B(3,5-(CF3)2C6 H3)4] (n ≈ 14) was prepared. When this polymer-attached Pd species was treated with styrene, the 1,2-insertion product was the only detectable species. Thus, exclusive 1,2-insertion is demonstrated to be responsible for the styrene-CO copolymerization, in sharp contrast to the predominant 2,1-insertion with conventional nitrogen ligands. Chain-end analysis revealed that β-hydride elimination took place from the 2,1-complex but not from the 1,2-complex. Thus, once 2,1-insertion occurs, rapid β-hydride elimination proceeds to terminate the polymerization, as is common to the other phosphorus-ligand systems. The resulting Pd-H species re-initiates the copolymerization, as was proven by MALDI-TOF mass analysis of the product copolymers.
A mild oxidative transformation of nitro compounds into ketones by tetrapropylammonium perruthenate
Tokunaga, Yuji,Ihara, Masataka,Fukumoto, Keiichiro
, p. 207 - 209 (2007/10/03)
Oxidation of secondary nitro compounds with a catalytic amount of tetrapropylammonium perruthenate in the presence of N-methylmorpholine N-oxide, silver(I) acetate, potassium carbonate and 4 A molecular sieves provides the corresponding ketones in moderat
THE NEF REACTION ON TRIALKYLSILYL NITRONATES PROMOTED BY m-CHLOROPERBENZOIC ACID, AN EFFICIENT ROUTE TO α-ALKOXYKETONES FROM NITROALKANES
Aizpurus, J. M.,Oiarbide, M.,Palomo, C.
, p. 5361 - 5364 (2007/10/02)
Treatment of a nitroalkene with nucleophiles, followed by silylation of the resulting nitroalkane and subsequent treatment with m-chloroperbenzoic acid provides α-functionalized carbonyl compounds in good yields.
Electrogenerated Superoxide-Initiated Autoxidation. A Convenient Electrochemical Method for the Conversion of Secondary Nitroalkanes to Ketones and the Use of Primary Nitroalkanes as Acyl Anion Equivalents in Michael Reactions
Monte, William T.,Baizer, Manuel M.,Little, R. Daniel
, p. 803 - 806 (2007/10/02)
Electrochemically generated superoxide ion was used as a base to deprotonate secondary nitroalkanes whose anions were then oxidized with molecular oxygen, thereby providing a means of converting the secondary nitro group to a ketone.In addition, the radical anion of azobenzene was used as an electrogenerated base to catalyze the Michael condensation of primary nitroalkanes with a variety of acceptors; subsequent exposure of the Michael adduct to the electrogenerated superoxide-initiated autoxidation provides a one-pot sequence for the β-addition of an acyl anion equivalent.
