34317-82-3Relevant academic research and scientific papers
Catalytic boracarboxylation of alkynes with diborane and carbon dioxide by an N-heterocyclic carbene copper catalyst
Zhang, Liang,Cheng, Jianhua,Carry, Beatrice,Hou, Zhaomin
, p. 14314 - 14317 (2012)
By the use of an N-heterocyclic carbene copper(I) complex as a catalyst, the boracarboxylation of various alkynes (e.g., diaryl alkynes, aryl/alkyl alkynes, and phenylacetylene) with a diborane compound and carbon dioxide has been achieved for the first time, affording the α,β-unsaturated β-boralactone derivatives regio- and stereoselectively via a borylcupration/carboxylation cascade. Some important reaction intermediates were isolated and structurally characterized to clarify the reaction mechanism.
Stereospecific Electrophilic Fluorocyclization of α,β-Unsaturated Amides with Selectfluor
Fei, Haiyang,Fu, Yao,Jalani, Hitesh B.,Li, Guigen,Lu, Hongjian,Wu, Hongmiao,Xu, Zheyuan,Zhu, Lin
, (2020/03/30)
An efficient fluorocyclization of α,β-unsaturated amides through a formal halocyclization process is developed. The reaction proceeds under transition-metal-free conditions and leads to the formation of fluorinated oxazolidine-2,4-diones with excellent regio- and diastereoselectivity. The evaluation of the reaction mechanism based on preliminary experiments and density functional theory calculations suggests that a synergetic syn-oxo-fluorination occurs and is followed by an anti-oxo substitution reaction. The reaction opens a new window in the field of stereospecific fluorofunctionalization.
METHOD FOR PREPARING MULTI-SUBSTITUTED ACRYLIC ACID COMPOUND
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Paragraph 0014; 0015, (2019/02/13)
A method for preparing a multi-substituted acrylic acid compound includes steps as follow. A reaction solution is provided, wherein the reaction solution includes an organometallic reagent, a nickel-containing metal catalyst, a catalyst ligand, a first solvent, and the organometallic reagent is a Grignard reagent or a Gilman reagent. An addition step is conducted, wherein an alkyne compound is mixed with the reaction solution so as to undergo an addition reaction, thus an intermediate solution is obtained. A substitution step is conducted, wherein a carbon dioxide is introduced into the intermediate solution so as to obtain the multi-substituted acrylic acid compound.
Preparation method of poly-substituted acrylic acid compound
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Paragraph 0043-0051; 0057; 0061; 0063, (2019/02/19)
The invention discloses a preparation method of a poly-substituted acrylic acid compound. The preparation method is characterized by comprising the following steps: providing a reaction solution, which is prepared from an organic metal reagent, a nickel metal catalyst, a catalyst ligand and a first solvent, and the organic metal reagent is selected from a Grignard reagent or a Gillmann Gilman reagent; carrying out an addition reaction: mixing an alkyne compound with the reaction solution in order that the alkyne compound is added to form an intermediate reaction solution; carrying out substitution: introducing carbon dioxide into the intermediate reaction solution to obtain the poly-substituted acrylic acid compound. By adopting the preparation method, the poly-substituted acrylic acid compound can be prepared through a continuous two-phase reaction, and the kinds of functional groups can be adjusted as required in order to enlarge the subsequent application range.
Nickel-Catalyzed Arylative Carboxylation of Alkynes with Arylmagnesium Reagents and Carbon Dioxide Leading to Trisubstituted Acrylic Acids
Wang, Sheng,Xi, Chanjuan
supporting information, p. 4131 - 4134 (2018/07/15)
Nickel-catalyzed arylcarboxylation of alkynes with arylmagnesium reagents and carbon dioxide (CO2, 1 atm) was realized in one pot. Various trisubstituted acrylic acids within an aryl group at the β-position have been prepared efficiently with good regioselectivity under mild conditions. The resulting products could be further transformed to benzoannelated cycles retaining CO2 as a one-carbon synthon.
Palladium-catalyzed fluoride-free cross-coupling of intramolecularly activated alkenylsilanes and alkenylgermanes: Synthesis of tamoxifen as a synthetic application
Matsumoto, Kenji,Shindo, Mitsuru
, p. 642 - 650 (2012/05/04)
We have demonstrated that intramolecular hypercoordination of a carboxylic acid is a powerful activation strategy for the palladium-catalyzed cross-coupling reaction of trialkyl(vinyl)silanes and trialkyl(vinyl)germanes under fluoride-free conditions. Z-β-Trialkylsilyl- and Z-β- trialkylgermylacrylic acids, synthesized stereoselectively by olefination with ynolates, are highly stable and useful reagents for cross-coupling with a variety of aryl iodides to provide tetrasubstituted olefins possessing different carbon substituents in a stereocontrolled and diversity-oriented manner. An application to a stereoselective synthesis of (Z)-tamoxifen is also reported. Copyright
Highly selective nickel-catalyzed methyl-carboxylation of homopropargylic alcohols for α-alkylidene-γ;-butyrolactones
Li, Suhua,Ma, Shengming
supporting information; experimental part, p. 6046 - 6049 (2012/01/06)
A first practical Ni(0)-catalyzed highly stereoselective methyl-carboxylation of homopropargylic alcohols with ZnMe2 and CO2 for the efficient synthesis of α-alkylidene-γ;- butyrolactones is described. The reaction may be applied to
