96550-90-2Relevant academic research and scientific papers
Borane-Catalyzed, Chemoselective Reduction and Hydrofunctionalization of Enones Enabled by B-O Transborylation
Nicholson, Kieran,Langer, Thomas,Thomas, Stephen P.
supporting information, p. 2498 - 2504 (2021/04/13)
The use of stoichiometric organoborane reductants in organic synthesis is well established. Here these reagents have been rendered catalytic through an isodesmic B-O/B-H transborylation applied in the borane-catalyzed, chemoselective alkene reduction and formal hydrofunctionalization of enones. The reaction was found to proceed by a 1,4-hydroboration of the enone and B-O/B-H transborylation with HBpin, enabling catalyst turnover. Single-turnover and isotopic labeling experiments supported the proposed mechanism of catalysis with 1,4-hydroboration and B-O/B-H transborylation as key steps.
Sustainable and Selective Alkylation of Deactivated Secondary Alcohols to Ketones by Non-bifunctional Pincer N-heterocyclic Carbene Manganese
Lan, Xiao-Bing,Ye, Zongren,Liu, Jiahao,Huang, Ming,Shao, Youxiang,Cai, Xiang,Liu, Yan,Ke, Zhuofeng
, p. 2557 - 2563 (2020/05/04)
A sustainable and green route to access diverse functionalized ketones via dehydrogenative–dehydrative cross-coupling of primary and secondary alcohols is demonstrated. This borrowing hydrogen approach employing a pincer N-heterocyclic carbene Mn complex displays high activity and selectivity. A variety of primary and secondary alcohols are well tolerant and result in satisfactory isolated yields. Mechanistic studies suggest that this reaction proceeds via a direct outer-sphere mechanism and the dehydrogenation of the secondary alcohol substrates plays a vital role in the rate-limiting step.
Proton-Coupled Electron Transfer: Transition-Metal-Free Selective Reduction of Chalcones and Alkynes Using Xanthate/Formic Acid
Prasanna, Ramanathan,Guha, Somraj,Sekar, Govindasamy
, p. 2650 - 2653 (2019/04/17)
Highly chemoselective reduction of α,β-unsaturated ketones to saturated ketones and stereoselective reduction of alkynes to (E)-alkenes has been developed under a transition-metal-free condition using a xanthate/formic acid mixture through proton-coupled electron transfer (PCET). Mechanistic experiments and DFT calculations support the possibility of a concerted proton electron-transfer (CPET) pathway. This Birch-type reduction demonstrates that a small nucleophilic organic molecule can be used as a single electron-transfer (SET) reducing agent with a proper proton source.
A nanoscale iron catalyst for heterogeneous direct: N - And C -alkylations of anilines and ketones using alcohols under hydrogen autotransfer conditions
Nallagangula, Madhu,Sujatha, Chandragiri,Bhat, Venugopal T.,Namitharan, Kayambu
supporting information, p. 8490 - 8493 (2019/07/22)
Here, we report a commercially available nanoscale Fe catalyst for heterogeneous direct N- and C-alkylation reactions of anilines and methyl ketones with alcohols. A hydrogen autotransfer mechanism has been found to operate in these reactions by deuterium labelling studies. In addition, dehydrogenative quinoline synthesis has been demonstrated from amino benzyl alcohols and acetophenones.
Transition-Metal-Free Highly Chemoselective and Stereoselective Reduction with Se/DMF/H2O System
Li, Hong-Chen,An, Cui,Wu, Ge,Li, Guo-Xing,Huang, Xiao-Bo,Gao, Wen-Xia,Ding, Jin-Chang,Zhou, Yun-Bing,Liu, Miao-Chang,Wu, Hua-Yue
, p. 5573 - 5577 (2018/09/12)
A novel metal-free reduction system, in which H2Se (or HSe-) produced in situ from Se/DMF/H2O acts as the active reducing species, has been developed. By using water as an inexpensive, safe, and environmentally friendly surrogate as the hydrogen donor, this new reduction system incorporating Se/DMF/H2O displayed high selectivity and good activity in the reduction of α,β-unsaturated ketones and alkynes. Therefore, this reduction system has great potential to be a general and practical reduction methodology in organic transformation.
Compounding method for beta-aryl propiophenone compound
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Paragraph 0032-0035; 0072-0074; 0105-0108, (2018/03/01)
The invention discloses a compounding method for a beta-aryl propiophenone compound. The compounding method is characterized by taking chalcone compounds as reaction substrates, and selectively chemically reducing the carbon-carbon double bonds in the rea
ALLOSTERIC PROTEIN KINASE MODULATORS
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Page/Page column 62, (2012/03/10)
The invention provides specific small molecule compounds that allosterically regulate the activity or modulate protein-protein interactions of AGC protein kinases and the Aurora family of protein kinases, methods for their production, pharmaceutical compositions comprising same, and their use for preparing medicaments for the treatment and prevention of diseases related to abnormal activities of AGC protein kinases or of protein kinases of the Aurora family.
Organic ligand-free alkylation of amines, carboxamides, sulfonamides, and ketones by using alcohols catalyzed by heterogeneous Ag/Mo oxides
Cui, Xinjiang,Zhang, Yan,Shi, Feng,Deng, Youquan
supporting information; experimental part, p. 1021 - 1028 (2011/03/20)
Complicated and expensive organic ligands are normally essential in fine chemical synthesis at preparative or industrial levels. The synthesis of fine chemicals by using heterogeneous catalyst systems without additive organic ligand is highly desirable but severely limited due to their poor generality and rigorous reaction conditions. Here, we show the results of carbon-nitrogen or carbon-carbon bond formation catalyzed by an Ag/Mo hybrid material with specific Ag6Mo10O33 crystal structure. 48 nitrogen- or oxygen-containing compounds, that is, amines, carboxamides, sulfonamides, and ketones, were successfully synthesized through a borrowing-hydrogen mechanism. Up to 99% isolated yields were obtained under relatively mild conditions without additive organic ligand. The catalytic process shows promise for the efficient and economic synthesis of amine, carboxamide, sulfonamide, and ketone derivatives because of the simplicity of the system and ease of operation. Copyright
ALLOSTERIC PROTEIN KINASE MODULATORS
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Page/Page column 129, (2010/04/30)
The invention provides specific small molecule compounds that allosterically regulate the activity or modulate protein-protein interactions of AGC protein kinases and the Aurora family of protein kinases, methods for their production, pharmaceutical compositions comprising same, and their use for preparing medicaments for the treatment and prevention of diseases related to abnormal activities of AGC protein kinases or of protein kinases of the Aurora family.
Selective Hydrogenation of Carbon-Carbon Double bonds of Chalcones by Corynebacterium equi IFO 3730
Ohta, Hiromichi,Konishi, Jin,Tsuchihashi, Gen-ichi
, p. 665 - 670 (2007/10/02)
1,3-Diphenyl-2-propen-1-one (chalcone) was selectively hydrogenated at the carbon-carbon double bond on incubation with Corynebacterium equi IFO 3730. to give the corresponding saturated ketone, 1,3-diphenyl-1-propanone.Practically no alcoholic compounds were detected in the reaction mixture.This highly selective hydrogenation reaction was also successful with substrates having substituents on aromatic rings.On the other hand, two hydrogen atoms on the olefinic carbons were essential, because substitution of either one of the hydrogens by a methyl group completely inhibited the reaction.
