898764-27-7Relevant academic research and scientific papers
A Protic Mn(I) Complex Based on a Naphthyridine- N-oxide Scaffold: Protonation/Deprotonation Studies and Catalytic Applications for Alkylation of Ketones
Bera, Jitendra K.,Laskar, Roshayed Ali,Nath, Anubhav,Patra, Kamaless
, (2022/04/14)
A Mn(I) complex (1) bearing a proton responsive hydroxy unit on 1,8-naphthyridine-N-oxide scaffold (L1H) was synthesized. The molecular structure of 1 revealed the lactim form of the ligand. The corresponding deprotonated lactam complexes [18-C-6-K·2] and 3 were prepared and structurally characterized. The acid-base equilibrium between the lactim and lactam forms was studied by 1H NMR and UV-vis spectra. The catalytic efficiency of 1 was evaluated by performing α-alkylation reaction of ketones with primary alcohols. The scope of the α-alkylation reaction is broad in terms of both ketones and alcohols. The efficacy of the protic catalyst is demonstrated in the alkylation of the bioactive steroids progesterone and pregnenolone. A controlled catalyst [Mn(L2)(CO)3Br] (4), which is structurally similar to 1 but devoid of the proton responsive hydroxy unit, shows significantly reduced catalytic efficiency validating the crucial role of the hydroxy functionality in 1. Kinetic study, control reactions, and deuterium labeling experiments were conducted to gain mechanistic insights.
Acceptorless dehydrogenation and dehydrogenative coupling of alcohols catalysed by protic NHC ruthenium complexes
Chang, Weihong,Gong, Xue,Wang, Shuizhong,Xiao, Ling-Ping,Song, Guoyong
supporting information, p. 3466 - 3471 (2017/04/26)
A new family of protic NHC Ru complexes ligated with a phosphine-tethered imidazole moiety were prepared, which can act as excellent catalysts for acceptorless dehydrogenation of secondary alcohols and dehydrogenative coupling of primary and secondary alcohols, thus leading to the formation of a variety of carbonyl compounds with release of H2.
A method for synthesis of α-alkyl ketone
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Paragraph 0119; 0120; 0121; 0122, (2016/11/28)
The invention discloses a method for synthesizing alpha-alkyl ketone. The method comprises the following steps: adding alkyne, [(IPr)AuCl], AgOTf, 1,4-dioxane and water in a reaction container, performing microwave reaction on a reaction mixture for 1h at 120 DEG C and cooling to room temperature; further adding [Cp*IrCl2]2, alkali and alcohol into the reaction mixture, performing microwave reaction on the reaction mixture for 2h at 130 DEG C and cooling to room temperature; filtering, performing rotary evaporation to remove a solvent, and then separating by a column to obtain a target compound. The method disclosed by the invention is started from chemical raw materials which are easy to obtain, namely alkyne, water and alcohol, alpha-alkyl ketone is obtained under the participation of gold and iridium catalysts, and the reaction only generates water as a byproduct. Therefore, the reaction is in line with the requirements of green chemistry and has broad development prospects.
Rhodium(I)-catalyzed arylation of β-chloro ketones and related derivatives through domino dehydrochlorination/conjugate addition
Jiang, Quanbin,Guo, Tenglong,Wang, Qingfu,Wu, Ping,Yu, Zhengkun
supporting information, p. 1874 - 1880 (2013/07/19)
Highly efficient arylations of β-chloro ketones and their ester and amide derivatives were achieved by means of domino dehydrochlorination/Rh(I)- catalyzed conjugate addition. In situ generated vinyl ketones and their analogues were identified as the reaction intermediates. The present synthetic protocol provides a concise route to (chiral) β-aryl ketones, esters, and amides. Copyright
