- Visible-Light-Induced Photocatalytic Oxidative Decarboxylation of Cinnamic Acids to 1,2-Diketones
-
A concerted metallophotoredox catalysis has been realized for the efficient decarboxylative functionalization of α,β-unsaturated carboxylic acids with aryl iodides in the presence of perylene bisimide dye to afford 1,2-diketones.
- Chand, Shiv,Pandey, Anand Kumar,Singh, Rahul,Singh, Krishna Nand
-
p. 6486 - 6493
(2021/05/06)
-
- 1-butyl-3-methylimidazol-2-ylidene as an efficient catalyst for cross-coupling between aromatic aldehydes and N-aroylbenzotriazoles
-
Cross-coupling of aromatic aldehydes with N-aroylbenzotriazoles in [Bmim]Br in the presence of 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) provided an efficient procedure for the synthesis of 1,2-diarylethane-1,2-diones.
- Phungpis, Baramee,Hahnvajanawong, Viwat
-
p. 651 - 657
(2021/02/27)
-
- Synthesis of 1,2-diketones by mercury-catalyzed alkyne oxidation
-
The first mercury-catalyzed synthesis of 1,2-diketones by alkyne oxidation has been developed. This inexpensive method extends the potential of mercury catalysis and allows the rapid construction of various 1,2-diketones and α-carbonyl amides in good yields with high functional group tolerance.
- Mei, Xiaochuan,Hu, Weican,Gao, Kexin,Gao, Haotian,Wang, Chaoyang,Qian, Guoying,Rong, Zhouting
-
supporting information
p. 2661 - 2667
(2021/07/09)
-
- Copper/Iodine-Cocatalyzed C-C Cleavage of 1,3-Dicarbonyl Compounds Toward 1,2-Dicarbonyl Compounds
-
A new, general oxidative route to transformations of 1,3-dicarbonyl compounds to 1,2-dicarbonyl compounds by merging copper and I2 catalysis is described. This method is applicable to broad 1,3-dicarbonyl compounds, including 1,3-diketones, 1,3-keto esters and 1,3-keto amides. Mechanistical studies show that the reaction is achieved via the C–C bond cleavage and CO release cascades.
- Chen, Li-Sha,Zhang, Lu-Bing,Tian, Yue,Li, Jin-Heng,Liu, Yong-Quan
-
supporting information
p. 5523 - 5526
(2020/09/02)
-
- Palladium-Catalyzed Oxidative C≡C Triple Bond Cleavage of 2-Alkynyl Carbonyl Compounds Toward 1,2-Dicarbonyl Compounds?
-
A new, general palladium-catalyzed oxidative strategy for the cleavage of the C≡C triple bond is presented. By employing PdCl2, CuBr2, TEMPO and air as the catalytic system and H2O as the carbonyl oxygen atom source, a wide range of 2-alkynyl carbonyl compounds, including 1,3-disubstituted prop-2-yn-1-ones, propiolamides and propiolates, lost an alkynyl carbon to access various 1,2-dicarbonyl compounds, e.g., 1,2-diones, 2-keto amides and 2-keto esters, through Wacker oxidation, intramolecular cyclization and C—C bond cleavage cascades.
- Hu, Ming,Li, Jin-Heng,Luo, Mu-Jia,Zhou, Ming-Bo
-
p. 553 - 558
(2020/04/20)
-
- Dimethyl Sulfoxide as an Oxygen Atom Source Enabled Tandem Conversion of 2-Alkynyl Carbonyls to 1,2-Dicarbonyls
-
A tandem transformation of 2-alkynyl carbonyl compounds by means of a CuBr2/I2/DMSO/water system is developed, enabling the fromation of various functionalized 1,2-dicarbonyl compounds, including 1,2-diketones, α-keto amides and α-keto ester. This Cu-promoted iodine-mediated tandem procedure employs DMSO as the oxygen atom source of the formed carbonyl group through iodonium ion formation, nucleophilic DMSO addition and C?C bond cleavage cascades. (Figure presented.).
- Hu, Ming,Li, Jin-Heng,Li, Yang,Lu, Yuan,Luo, Mu-Jia
-
supporting information
(2020/05/01)
-
- Method for synthesizing benzil derivatives
-
The invention discloses a method for synthesizing benzil derivatives. The method comprises the steps that a diphenyl acetylene compound, halogenated ammonium salt or iodine chloride and a sulfur source serve as reactants, the reactants react in a solvent for a period of time, purification is conducted, and then the benzil derivatives are obtained. According to the method, a metal catalyst and toxic iodine are not used, the applied reactants are low in price, poisonless and tasteless, the operation method is simple, the yield is high, aftertreatment is easy, and the method is suitable for industrial production.
- -
-
Paragraph 0089; 0090; 0091; 0092
(2019/01/23)
-
- NH4I/EtOCS2K promoted synthesis of substituted benzils from diphenylacetylene derivatives
-
A facile protocol is described for the synthesis of benzil derivatives from readily accessible diarylacetylene derivatives using the NH4I/EtOCS2K system. This novel protocol results in excellent chemoselectivity and provided good to excellent yields. A control experiment indicated that the reaction proceeds via NH4I promoted EtOCS2K dimerization to give the corresponding dixanthogen and subsequent dixanthogen assisted oxidation.
- Jiang, Shaohua,Li, Yibiao,Luo, Xianglin,Huang, Guoling,Shao, Yan,Li, Dongli,Li, Bin
-
supporting information
p. 3249 - 3252
(2018/07/21)
-
- Tandem and chemoselective synthesis of benzil derivatives from styrene and arene diazonium salts
-
A facile and practically applied protocol for synthesis of benzil derivatives using styrene and arene diazonium salts is reported. Pd(OAc)2/SeO2 catalytic system was found to be efficient for chemoselective synthesis of benzil. Selenium dioxide works well as an oxidant under milder reaction conditions. Moderate to very good yields of the desired products were obtained.
- Jadhav, Vilas G.,Sarode, Sachin A.,Nagarkar, Jayashree M.
-
supporting information
p. 1834 - 1838
(2017/04/21)
-
- Copper-mediated aerobic oxidative cleavage of α,β-unsaturated ketones to 1,2-diketones
-
The copper-mediated aerobic oxidative cleavage of α,β- unsaturated ketones to synthesize 1,2-diketones by using potassium acetate as a catalyst and sodium iodide as a promoter in acetic acid is described. The protocol has the advantages of using inexpensive and non-toxic raw materials, high yield and simple work-up procedure. the Partner Organisations 2014.
- Li, Zheng,Yin, Junjun,Wen, Gong,Li, Tianpeng,Shen, Xiaoli
-
p. 32298 - 32302
(2014/08/18)
-
- Facile and highly chemoselective synthesis of benzil derivatives via oxidation of stilbenes in an I2-H2O system
-
A facile and highly chemoselective protocol for the synthesis of benzil derivatives has been developed by oxidation of stilbenes in an I 2-H2O system under air. Notably, the method was applicable to 26 examples and provided up to 98% yield, avoiding the use of acid, metal catalysts and so on.
- Zeng, Xianghua,Miao, Chengxia,Wang, Shoufeng,Xia, Chungu,Sun, Wei
-
p. 9666 - 9669
(2013/09/02)
-
- One-pot synthesis of unsymmetrical benzils by oxidative coupling using selenium dioxide and p-toluenesulfonic acid monohydrate
-
The oxidative coupling of the α-carbon atom of aromatic ketones with unactivated arenes in the presence of selenium dioxide and p-toluenesulfonic acid monohydrate is described. A number of unsymmetrical benzils have been prepared in good yields (38-75 % with high regioselectivity. The generality and functional tolerance of this new protocol is demonstrated. The mechanistic pathway for the oxidative coupling reaction is also described. The reaction displays superiority in terms of minimization of steps with the C-C bond formation promoted by SeO2 and pTsOH·H2O. This method is advantageous as the reactants used as the solvent can be recovered. Copyright
- Rohman, Md. Rumum,Kharkongor, Icydora,Rajbangshi, Mantu,Mecadon, Hormi,Laloo, Badaker M.,Sahu, Priti R.,Kharbangar, Iadeishisha,Myrboh, Bekington
-
experimental part
p. 320 - 328
(2012/02/04)
-
- Synthesis, antileukemic and antiplatelet activities of 2,3-diaryl-6,7-dihydro-5H-1,4-diazepines
-
The synthesis, antileukemic and antiplatelet activity evaluation of 2,3-diaryl-6,7-dihydro-5H-1,4-diazepines are described. In general, it was found that compound 17o showed moderate antileukemic activity against MOLT3 human leukemic cancer cell lines. An arachidonic acid induced platelet aggregation effect on washed rat platelets was studied. Compound 17i was found to be the most potent. The antiplatelet properties may be mediated by interference with the arachidonic acid pathway.
- Ramajayam,Giridhar, Rajani,Yadav,Balaraman,Djaballah, Hakim,Shum, David,Radu, Constantin
-
p. 2004 - 2010
(2008/12/22)
-
- Synthesis of novel substituted diaryl-1,4-diazepines
-
In this paper a convenient route to new 2,3-diaryl-substituted 1,4-diazepines is described through cyclization of ethanedione derivatives and 1,3-propanediamine. The ethanedione derivatives required were synthesized by microwave-assisted oxidation from ethanones.
- Ramajayam,Giridhar, Rajani,Yadav
-
p. 901 - 906
(2008/02/12)
-
- An efficient and time saving microwave-assisted selenium dioxide oxidation of 1,2-diarylethanones
-
Selenium dioxide oxidation of 1,2-diarylethanones to corresponding diones by conventional method takes upto 8 hr. The same oxidation under microwave radiations using dimethylsulfoxide as solvent reduces the reaction time considerably (30 to 90 sec). The method reported is efficient and time saving.
- Shirude,Patel,Giridhar,Yadav
-
p. 1080 - 1085
(2007/10/03)
-
- CONVENIENT PREPARATION OF UNSYMMETRICALLY SUBSTITUTED BENZILS BY PERMANGANATE OXIDATION OF β-OXO PHOSPHORUS YLIDES
-
Oxidative cleavage of a range of ylides 4 with R1 and/or R2 being aromatic groups, using KMnO4 in a two-phase system, affords unsymmetrical benzils and 1-arylpropane-1,2-diones 5 in moderate to good yield, and the ylide formation and oxidation can be combined in a convenient one-pot method.Key words: Phosphorus ylides, oxidation, 1,2-diketones, benzils, permanganate, oxoalkylidenetriphenylphosphoranes.
- Aitken, R. Alan,Cadogan, J. I. G.,Gosney, Ian
-
p. 281 - 286
(2007/10/02)
-
- Mechanistic Studies on the Dephosphorylating Ylide-Diketone Rearrangement of phosphoranes
-
A new rearrangement of the phosphoranes 8 to 1,2-diketones 15 can be classified as an intramolecular 3-exo-trig process on the basis of experimental results.The mechanism is discussed in terms of a polar (Route a) or alternatively a carbene (Route b) reaction.The transition state for carbene formation from the model compound 17 has been determined using the ab-initio RHF/6-31G*/6-31G* method.The results indicate that ?-donor/?-acceptor-substituted phoshoranes 1a and 8 can be considered as potential carbene precursors by analogy with the model compounds 16 and 17.
- Anders, Ernst,Clark, Timothy,Gassner, Thomas
-
p. 1350 - 1360
(2007/10/02)
-