5653-29-2Relevant academic research and scientific papers
Electrochemical-Induced Hydrogenation of Electron-Deficient Internal Olefins and Alkynes with CH3OH as Hydrogen Donor
Qin, Hongyun,Yang, Jianjing,Yan, Kelu,Xue, Yaxuan,Zhang, Meichen,Sun, Xuejun,Wen, Jiangwei,Wang, Hua
supporting information, p. 2104 - 2109 (2021/03/15)
Efficient hydrogenation of electron-deficient internal olefins and alkynes access to saturate ketone with CH3OH as a single hydrogen donor under electrochemical conditions has been successfully developed. This hydrogenation strategy can be used to convert electron-deficient internal olefins and alkynes to saturate ketone under electrochemical conditions with exogenous-reductant and a metal catalyst. Mechanistic studies reveal that radical hydrogenation was involved in this transformation. Notably, various electron-deficient internal olefins and alkynes could be tolerated in such an electrochemical hydrogenation synthetic strategy and can be easily scaled up with good efficiency. (Figure presented.).
A Weinreb Amide Based Building Block for Convenient Access to β,β-Diarylacroleins: Synthesis of 3-Arylindanones
Tiwari, Praveen Kumar,Aidhen, Indrapal Singh
, p. 2637 - 2646 (2016/06/08)
Towards the synthesis of symmetrical and unsymmetrical β,β-diarylacroleins for assembling diarylmethine fragments present in biologically important molecules, we have developed a new Weinreb amide (WA) based building block, derived from propiolic acid. The WA functionality present in this compound allowed the sequential addition of various arylmagnesium bromide reagents in a controlled manner. The developed methodology for the access to β,β-diarylacroleins has been utilised for the synthesis of biologically important 3-arylindanone molecules. Synthesis of both symmetrical and unsymmetrical β,β-diarylacrolein and diarylmethine fragments, have been achieved via easily accessible and hitherto unknown Weinreb Amide (WA) based building block 11. The WA functionality allowed the sequential addition of nucleophiles such as arylmagnesium bromide in a controlled manner, which has enabled the synthesis of an important 3-arylindanone molecule.
2,4,6-Trichloro-1,3,5-triazine catalyzed chemoselective transthioacetalization of aldehyde acetals and oxathioacetals
Bandgar, Babasaheb P.,Joshi, Neeta S.,Bettigeri, Sampada V.
, p. 67 - 71 (2007/10/03)
A mild and efficient transthioacetalization of aldehyde acetals and oxathioacetals was carried out using 2,4,6-trichloro-1,3,5-triazine as a mild and inexpensive catalyst. Chemoselective transacetalization is impressive as aldehyde O,O- and O,S-acetals ar
Ionic liquid as catalyst and solvent: the remarkable effect of a basic ionic liquid, [bmIm]OH on Michael addition and alkylation of active methylene compounds
Ranu, Brindaban C.,Banerjee, Subhash,Jana, Ranjan
, p. 776 - 782 (2007/10/03)
A basic ionic liquid, 1-methyl-3-butylimidazolium hydroxide, [bmIm]OH, catalyzes the Michael addition of active methylene compounds to conjugated ketones, carboxylic esters and nitriles. It further catalyzes the addition of thiols to α,β-acetylenic ketones and alkylation of 1,3-dicarbonyl and -dicyano compounds. The Michael addition to α,β-unsaturated ketones proceeds in the usual way, giving the monoaddition products, whereas addition to α,β-unsaturated esters and nitriles leads exclusively to the bis-addition products. The α,β-acetylenic ketones undergo double conjugate addition with thiols producing β-keto 1,3-dithio-derivatives. In the alkylation reaction the acyclic 1,3-diketones are monoalkylated, whereas cyclic ketones undergo dialkylation under identical conditions. All these reactions were carried out without any organic solvent. The ionic liquid can also be recycled.
A simple, efficient, and green procedure for the 1,4-addition of thiols to conjugated alkenes and alkynes catalyzed by sodium acetate in aqueous medium
Ranu, Brindaban C.,Mandal, Tanmay
, p. 223 - 227 (2008/02/10)
A benign and inexpensive salt, sodium acetate, efficiently catalyzes 1,4-addition of thiols to a variety of conjugated alkenes such as ?,?-unsaturated ketones, aldehydes, carboxylic esters, nitriles, nitro compounds, and chalcones in aqueous THF. The reac
Preparation of 1,3-dithiolan-2-ylium tetrafluoroborate and its reaction with enol trimethylsilyl ethers
Reddy,Bellew,Prakash
, p. 1209 - 1210 (2007/10/02)
1,3-Dithiolan-2-ylium tetrafluoroborate (2) has been prepared and is found to be a good C-alkylating agent for the β-1,3-dithiolaniation of carbonyl compounds through their enol trimethylsilyl ethers.
Preparation of Protected β-Keto Aldehydes from β-Keto Esters via Selective Reduction of Acyl(alkoxycarbonyl)ketene Dithioacetals
Choi, Eun Bok,Youn, In Kwon,Pak, Chwang Siek
, p. 792 - 794 (2007/10/02)
The acyl(alkoxycarbonyl)ketene dithioacetals 2 prepared from the corresponding β-keto esters 1 in almost quantitative yield are reduced selectively with magnesium in methanol and subsequently dealkoxycarbonylated to give protected β-keto aldehydes 4 in hi
A NOVEL SYNTHESIS OF HALF-PROTECTED 1,3-DICARBONYL COMPOUNDS
Hatanaka, Kouhei,Tanimoto, Shigeo,Sugimoto, Toyonari,Okano, Masaya
, p. 3243 - 3244 (2007/10/02)
It has been found that the reaction of enol silyl ethers with 2-ethoxy-1,3-dithiolane proceeds smoothly in the presence of zinc chloride catalyst to afford half-protected 1,3-dicarbonyl compounds in moderately good yields.
