63704-23-4Relevant academic research and scientific papers
One-pot synthesis of α,α-disubstituted Aryl-1-ethanones via the Wittig-Horner reaction
Yang, Yunxia,Wang, Le,Chen, Yuan,Dai, Yiru,Sun, Zhihua
, p. 121 - 126 (2018/01/04)
A one-pot methodology for the synthesis of α,α-disubstituted aryl-1-ethanones via the Wittig-Horner reaction has been developed and described in this manuscript. Both aryl/alkyl and dialkyl α-branched arylethanone were obtained in high yields (up to 96%) without the use of any metal catalysts. A total of 14 α,α-disubstituted arylethanone derivatives were synthesized based on this simple method that easily converts the carbonyl carbon (sp2) into the sp3 carbon. This versatile method is expected to further promote the use of substituted ketones as synthetic building blocks to construct a variety of α-branched aryl ketones.
Reaction of selenium dioxide with aromatic ketones in the presence of boron triflouride etherate: A protocol for the synthesis of triarylethanones
Laloo, Badaker M.,Mecadon, Hormi,Rohman, Md. Rumum,Kharbangar, Iadeishisha,Kharkongor, Icydora,Rajbangshi, Mantu,Nongkhlaw, Rishanlang,Myrboh, Bekington
experimental part, p. 707 - 712 (2012/02/16)
An efficient regioselective protocol for the C-C bond formation by the unexpected α,α-diarylation of aromatic ketones with unactivated arenes in the presence of selenium dioxide and boron trifluoride etherate has been developed. The generality and functio
N-heterocyclic carbene-catalyzed cross-coupling of aromatic aldehydes with activated alkyl halides
Padmanaban, Mohan,Biju, Akkattu T.,Glorius, Frank
supporting information; experimental part, p. 98 - 101 (2011/03/19)
N-Heterocyclic carbene-catalyzed umpolung of aldehydes followed by their interception with diarylbromomethanes has been reported. This conceptually novel transition-metal-free cross-coupling of aldehydes with alkyl halides works well at low catalyst loadings and under mild reaction conditions leading to the formation of diaryl acetophenone derivatives in good yields. In addition, α-halo ketones and esters can also be used as aldehyde reaction partners.
Reductive cross-coupling between N-acylbenzimidazoles and diarylketones promoted by Sm/TiCl4
Du, Jingxing,Wang, Xiaoxia,Zheng, Renwei
, p. 14 - 15 (2007/10/03)
The reductive cross-coupling reaction between N-acylbenzimidazoles and diarylketones promoted by Sm/TiCl4 was performed in refluxing THF under a nitrogen atmosphere, to give 1,2,2-triaryl ethanones in moderate to good yields.
Low-valent titanium promoted self-coupling of N-acylbenzotriazoles and their cross-coupling with diarylketones
Wang, Xiaoxia,Zhang, Yongmin
, p. 2627 - 2634 (2007/10/03)
The self-coupling reaction of N-acylbenzotriazoles and their cross-coupling with diarylketones promoted by Sm/TiCl4 system were investigated. Self-coupling reaction could afford α-diketones or benzoins in moderate yields, while the cross-coupli
Highly regioselective, sequential, and multiple palladium-catalyzed arylations of vinyl ethers carrying a coordinating auxiliary: An example of a heck triarylation process
Nilsson,Larhed,Hallberg
, p. 8217 - 8225 (2007/10/03)
This article describes the development of new auxiliary-accelerated Heck multiarylations by intramolecular presentation of the oxidative addition complex. The introduction of a specific, palladium-coordinating dimethylamino group allows for the desired chelation-accelerated and chelation-controlled tri- and diarylation reactions. We report (a) the first example of a Heck triarylation process, (b) highly selective palladium-catalyzed diarylations of alkyl vinyl ethers, and (c) a very rapid two-phase protocol for the microwave-assisted hydrolysis of amino-substituted, arylated vinyl ethers constituting an entry to diarylated ethanals and substituted desoxybenzoins. X-ray structures and product patterns support the suggested substrate-controlled Heck reaction pathway. The catalyst-directing alkyl dimethylamino functionality was rapidly (1-2 min) and efficiently released by microwave hydrolysis after Heck multiarylation reactions. The liberated aromatic carbonyl compounds were thereafter isolated and fully characterized.
Intermolecular and intramolecular ketone-nitrile reductive coupling reactions promoted by TiCl4-Sm system
Zhou, Longhu,Zhang, Yongmin
, p. 2953 - 2960 (2007/10/03)
The intermolecular and intramolecular reductive coupling reactions of ketones with nitriles have been successfully promoted by low-valent titanium prepared by the TiCL4-Sm system. Substituted ketones, monocyclic α-amino alcohols and monocyclic amines composed of a number of substitution patterns have been prepared in good yields at room or THF reflux temperature under neutral conditions. The procedure can avoid over reduction of the resulting of ketones, α-amino alcohols or amines. The crystal structures of two monocyclic α-amino alcohols are reported. (C) 2000 Elsevier Science Ltd.
Novel Deoxygenative Acylation of Diaryl Ketones with Acylsilanes Mediated by Lanthanoid Metals
Taniguchi, Yuki,Nagafuji, Akihiro,Makioka, Yoshikazu,Takaki, Ken,Fujiwara, Yuzo
, p. 6897 - 6898 (2007/10/02)
The reaction of diaryl ketones and benzoyltrimethylsilane is mediated by lanthanoid metals such as ytterbium to give the deoxygenatively acylated product, 1,1-diarylacetophenones in good yields.In the reaction with acetylsilane, the corresponding silyl enol ether was obtained in a moderate yield.
Intermolecular Reductive Cross Coupling of Carbonyl Compounds with Nitriles Induced by Low-valent Titanium
Gao, Ju,Hu, Ming-yang,Chen, Jian-xie,Yuan, Su,Chen, Wei-xing
, p. 1617 - 1620 (2007/10/02)
Intermolecular cross coupling of carbonyl compounds with nitriles promoted by TiCl4-Zn leads to ketones.
Low-valent titanium induced reductive coupling reaction of carboxylic derivatives with aromatic ketones
Shi, Da-Qing,Chen, Jian-Xie,Chai, Wen-Ying,Chen, Wei-Xing,Kao, Tsi-Yu
, p. 2963 - 2964 (2007/10/02)
The intermolecular and intramolecular coupling reaction of carboxylic derivaties with aromatic ketones induced by titanium tetrachloride and zinc powder was studied.
