84602-27-7Relevant articles and documents
Synthesis of Diketones, Ketoesters, and Tetraketones by Electrochemical Oxidative Decarboxylation of Malonic Acid Derivatives: Application to the Synthesis of cis-Jasmone
Ma, Xiaofeng,Dewez, Damien F.,Du, Le,Luo, Xiya,Markó, István E.,Lam, Kevin
, (2018/10/15)
Disubstituted malonic acid derivatives are smoothly converted into diketones and ketoesters in good to excellent yield (68% to 91%) under electrochemical conditions. The scope can be extended to transform trisubstituted bis-malonic acids into tetraketones in 77% to 86% yield. The new method was applied to the total synthesis of cis-jasmone.
Synthesis of Diketones, Ketoesters, and Tetraketones by Electrochemical Oxidative Decarboxylation of Malonic Acid Derivatives: Application to the Synthesis of cis-Jasmone
Ma, Xiaofeng,Du, Le,Luo, Xiya,Markó, István E.,Dewez, Damien F.,Lam, Kevin
, p. 12044 - 12055 (2019/03/01)
Disubstituted malonic acid derivatives are smoothly converted into diketones and ketoesters in good to excellent yield (68% to 91%) under electrochemical conditions. The scope can be extended to transform trisubstituted bis-malonic acids into tetraketones in 77% to 86% yield. The new method was applied to the total synthesis of cis-jasmone.
Substituent effect on the photochemistry of 4,4-dialkoxylated- and 4-hydroxylated cyclohexenones
Chen, Yu-Jen,Wang, Hui-Ling,Villarante, Nelson R.,Chuang, Gary Jing,Liao, Chun-Chen
, p. 9591 - 9599 (2013/10/22)
Photochemistry of the title compounds in various solvents was studied using a broad band of light centered at 350 nm. C-4 spiroketal cyclohexenone 4 (1.0 M) afforded dimers and 12b with the predominance of the former in polar solvent and the latter in non
Samarium diiodide-mediated pinacolization of diketones - II. Synthesis of polycyclic frameworks containing a cyclobutane-1,2-diol and a cyclopentane-1,2-diol
Nowitzki, Olaf,Muennich, Ira,Stucke, Holger,Hoffmann
, p. 11799 - 11810 (2007/10/03)
The title reaction has been applied to the synthesis of a variety of polycyclic networks. Scope and limitations of the procedure are evaluated.
Clemmensen Reduction. XI. Fragmentation Reactions of Some 3-Acetylcycloalkanones
Bailey, Karen E.,Davis, Brian R.
, p. 1827 - 1834 (2007/10/03)
Clemmensen reduction of a series of 3-acetylcycloalkanones yields, as the major product, an acyclic unsaturated ketone, the product of fragmentation.Some normal carbonyl-methylene reduction also occurs.A mechanistic rationale for the fragmentation is advanced.
OXIDATIVE CONVERSION OF ALIPHATIC NITROCOMPOUNDS TO CARBONYLS USING SODIUM CHLORITE
Ballini, Roberto,Petrini, Marino
, p. 5329 - 5332 (2007/10/02)
Aliphatic Nitrocompounds are converted to corresponding Carbonyls by means of Sodium Chlorite under phase transfer catalysis conditions (CH2Cl2-NaOH-1N-Bu4NHSO4).Primary nitrocompounds give aldehydes while secondary nitroalkanes give ketones in good yields.
Utilization of Basic Alumina in a One-Pot Synthesis of 1,4-Diketones, 1,4,7-Triketones, and Dihydrojasmone by Conjugate Addition of Nitroalkanes to Enones
Ballini, Roberto,Petrini, Marino,Marcantoni, Enrico,Rosini, Goffredo
, p. 231 - 233 (2007/10/02)
The one-pot synthesis of functionalized 1,4-diketones was achieved in good yields by conjugate addition of primary nitroalkanes to α,β-unsaturated carbonyl compounds on basic alumina without solvent, followed by in situ oxidation with 30percent aqueous hydrogen peroxide in methanol.The one-pot syntheses of 1,4,7-triketones and dihydrojasmone are also reported.
ACYLSILANE-MEDIATED NUCLEOPHILIC ACYLATION OF α,β-UNSATURATED CARBONYL DERIVATIVES
degl'Innocenti, Alessandro,Ricci, Alfredo,Mordini, Alessandro,Reginato, Gianna,Colotta, Vittoria
, p. 645 - 648 (2007/10/02)
A number of 1,4-diketones and of γ-keto esters can be prepared regiospecifically under mild conditions by employing a TBACN-catalysed Michael addition of acylsilanes to α,β-unsaturated carbonyl derivatives.
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.