86517-85-3Relevant academic research and scientific papers
Sequential Catalytic Functionalization of Aryltriazenyl Aldehydes for the Synthesis of Complex Benzenes
Seo, Sangwon,Gao, Ming,Paffenholz, Eva,Willis, Michael C.
, p. 6091 - 6098 (2021/05/29)
We demonstrate that aryltriazenes can promote three distinctive types of C-H functionalization reactions, allowing the preparation of complex benzene molecules with diverse substitution patterns. 2-Triazenylbenzaldehydes are shown to be efficient substrates for Rh(I)-catalyzed intermolecular alkyne hydroacylation reactions. The resulting triazene-substituted ketone products can then undergo either a Rh(III)-catalyzed C-H activation, or an electrophilic aromatic substitution reaction, achieving multifunctionalization of the benzene core. Subsequent triazene derivatization provides traceless products.
Br?nsted Base-Catalyzed Transformation of α,β-Epoxyketones Utilizing [1,2]-Phospha-Brook Rearrangement for the Synthesis of Allylic Alcohols Having a Tetrasubstituted Alkene Moiety
Kondoh, Azusa,Tasato, Naoko,Aoki, Takuma,Terada, Masahiro
supporting information, p. 5170 - 5175 (2020/07/04)
A stereoselective transformation of α,β-epoxyketones into alkenylphosphates having a hydroxymethyl group on the β-carbon was established by utilizing the [1,2]-phospha-Brook rearrangement under Br?nsted base catalysis. The reaction involves the catalytic generation of an α-oxygenated carbanion located at the α-position of an epoxide moiety through the [1,2]-phospha-Brook rearrangement and the following epoxide opening. Further transformation of the alkenylphosphates by the palladium-catalyzed cross-coupling reaction with Grignard reagents provided allylic alcohols having a stereodefined all-carbon tetrasubstituted alkene moiety.
Unsaturated ketone compound as well as preparation method and application thereof
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Paragraph 0076-0077; 0099-0101, (2020/10/30)
The present invention relates to a novel GPR52 antagonist. Specifically, the invention relates to an unsaturated ketone compound, a pharmaceutically acceptable salt, a stereoisomer or a prodrug molecule thereof, and a method for preparing a pharmaceutical composition thereof. The invention further relates to the use of the GPR52 antagonist as an orphan G protein coupled receptor GPR52 antagonist,and further relates to the use of the GPR52 antagonist in the preparation of drugs for preventing and treating Huntington's disease.
Tandem hydroformylation/aldol condensation reactions: Synthesis of unsaturated ketones from olefins
Kollár, László,Pongrácz, Péter
, p. 184 - 188 (2018/05/07)
Platinum-catalysed tandem hydroformylation/aldol condensation reaction of vinyl aromatics and ketones toward the corresponding α,β-unsaturated ketones were performed under syngas atmosphere in the presence of acid co-catalysts. The in situ generated catal
Kinetic Resolution of β-Hydroxy Carbonyl Compounds via Enantioselective Dehydration Using a Cation-Binding Catalyst: Facile Access to Enantiopure Chiral Aldols
Paladhi, Sushovan,Hwang, In-Soo,Yoo, Eun Jeong,Ryu, Do Hyun,Song, Choong Eui
supporting information, p. 2003 - 2006 (2018/04/16)
A practical and highly enantioselective nonenzymatic kinetic resolution of racemic β-hydroxy carbonyl (aldol) compounds through enantioselective dehydration process was developed using a cation-binding Song's oligoethylene glycol (oligoEG) catalyst with p
Kinetic Resolution of β-Sulfonyl Ketones through Enantioselective β-Elimination using a Cation-Binding Polyether Catalyst
Li, Liang,Liu, Yidong,Peng, Yang,Yu, Lei,Wu, Xiaoyan,Yan, Hailong
supporting information, p. 331 - 335 (2016/01/25)
Reported herein is the first enantioselective β-elimination reaction catalyzed by a chiral cation-binding polyether. By using this catalytic protocol, a wide range of β-sulfonyl ketones could be effectively resolved with high stereoselectivity (S up to >300). Key to the success of this process is the favorable secondary interactions of the catalyst with the Lewis basic groups on the sulfone substrate. The enone product of this process can be easily converted into the racemic starting material, and allows an effective recycling and overall synthesis of chiral β-sulfonyl ketones in high yield and excellent enantioselectivity.
Rasta Resin-PPh3-NBniPr2 and its use in one-pot wittig reaction cascades
Teng, Yan,Lu, Jinni,Toy, Patrick H.
experimental part, p. 351 - 359 (2012/04/18)
A new triarylphosphine-tertiary amine bifunctional polymeric reagent has been prepared and used effectively in a variety of one-pot Wittig reactions. The design of this reagent resolved a deficiency of a previously reported related material, and allowed it to perform more efficiently in such reactions. Furthermore, it was readily recyclable, and was also successfully applied in cascade processes involving one-pot Wittig reactions followed by either a conjugate reduction or a reductive aldol reaction. In these reaction cascades, the phosphine oxide groups generated in the Wittig reaction served as the catalyst for the subsequent reaction. All in one pot! A recyclable, second-generation heterogeneous bifunctional polymer bearing phosphine and amine groups has been synthesized and showed enhanced utility in one-pot Wittig reactions compared to a previously reported related material. This polymer was also used in Wittig reaction cascade processes in which the oxidized polymer formed in the one-pot Wittig reaction served as the catalyst in a subsequent conjugate reduction or reductive aldol reaction (see scheme).
Tandem one-pot Wittig/reductive aldol reactions in which the waste from one process catalyzes a subsequent reaction
Lu, Jinni,Toy, Patrick H.
supporting information; experimental part, p. 2251 - 2254 (2012/06/30)
Putting waste to work: Tandem one-pot Wittig/reductive aldol reactions have been performed in which the byproduct of the Wittig reaction, Ph3PO, catalyzes the reductive aldol reaction. This methodology is versatile and allows for three different building blocks to be combined in a simple, one-pot procedure. Copyright
Improving the atom efficiency of the wittig reaction by a "waste as catalyst/Co-catalyst" strategy
Cao, Jun-Jie,Zhou, Feng,Zhou, Jian
supporting information; experimental part, p. 4976 - 4980 (2010/09/08)
(Figure Presented) Waste not want not: Reported is a strategy to improve the atom economy of the Wittig reaction by using it in tandem reactions that directly employ the wastePh3PO as an in-situ-generated Lewis base catalyst/co-catalyst in the next step (see scheme).
