7342-02-1Relevant academic research and scientific papers
Copper-catalyzed domino reaction between terminal alkynes, isocyanates, and oxiranes: An atom-economic route to morpholine derivatives
Beigi-Somar, Vahid,Homami, Seyed Saied,Ghazanfarpour-Darjani, Majid,Monzavi, Amirhossein
, p. 140 - 150 (2020)
In situ generated copper acetylides react with isocyanates and oxiranes to form a decent range of morpholine derivatives. The reactions proceeded with acceptable yields and excellent regioselectivity. The presence of oxygen and moisture completely inhibit
Synthesis of alkynamides through reaction of alkyl- or aryl-substituted alkynylaluminums with isocyanates
Cho, Soohong,Lee, Yeonjoo,Lee, Kyeongmin,Lee, Hwiwoong,Lee, Yunmi,Jung, Byunghyuck
, p. 139 - 151 (2021/12/29)
An efficient and facile method for the preparation of alkynamides through Et3N-catalyzed alumination of alkyl- or aryl-substituted terminal alkynes with AlMe3and sequential nucleophilic addition ofin situgenerated alkynylaluminums to isocyanates is described. This method has the merits of using readily available isocyanates and monosubstituted alkynes, easy access to organoaluminums, short reaction times, and high efficiency. A gram-scale synthesis of the desired alkynamide and its application to the formation of α-methylene-β-lactams demonstrates the synthetic utility of this method.
Interrupted aza-Wittig reactions using iminophosphoranes to synthesize 11C-carbonyls
Ismailani, Uzair S.,Munch, Maxime,Mair, Braeden A.,Rotstein, Benjamin H.
supporting information, p. 5266 - 5269 (2021/06/06)
A direct CO2-fixation methodology couples structurally diverse iminophosphoranes with various nucleophiles to synthesize ureas, carbamates, thiocarbamates, and amides, and is amenable for 11C radiolabeling. This methodology is practical, as demonstrated by the synthesis of >35 products and isolation of the molecular imaging radiopharmaceuticals [11C]URB694 and [11C]glibenclamide. This journal is
Optimization and Development of a Scalable Palladium-Catalyzed C-H Activation Process for the Geometry-Selective Preparation of Kilograms of YLF466D, a Potent AMP-Activated Protein Kinase Activator
Yin, Jianpeng,Zhan, Desheng,Ma, Hui,Liu, Huanan,Yu, Lifang,Zhang, Yangming,Nan, Fajun
, p. 2260 - 2269 (2021/10/21)
Adenosine 5′-monophosphate-activated protein kinase (AMPK) activator YLF466D is a promising preclinical drug candidate to treat metabolic diseases and myocardial ischemia-reperfusion injury (MIRI). Herein, we report our efforts on optimization and develop
CuCl2-catalyzed highly stereoselective and chemoselective reduction of alkynyl amides into α,β-unsaturated amides using silanes as hydrogen donors
Duan, Lingfei,Jiang, Kai,Zhu, Hua,Yin, Biaolin
supporting information, p. 365 - 369 (2021/01/29)
A CuH-catalyzed Z-selective partial reduction of alkynyl amides to afford α,β-unsaturated amides using silane as the hydrogen donor is developed. This reaction is carried out under mild conditions and able to accommodate a broad scope of alkynyl amides in
Synthesis of Succinimides via Intramolecular Alder-Ene Reaction of 1,6-Enynes
Chen, Xia,Lu, Yuling,Guan, Zhenhua,Gu, Lianghu,Chen, Chunmei,Zhu, Hucheng,Luo, Zengwei,Zhang, Yonghui
supporting information, p. 3173 - 3178 (2021/05/05)
A novel and convenient method has been developed for the facile synthesis of functionalized succinimide derivatives via intramolecular Alder-ene reaction of 1,6-enynes. This reaction features mild and metal-free reaction conditions, which offers a green and efficient entry to synthetically important succinimide scaffolds. Preliminary mechanistic studies suggest that a diradical intermediate might be involved in this transformation.
Practical access to fluorescent 2,3-naphthalimide derivatives: Via didehydro-Diels-Alder reaction
Chen, Xia,Zhong, Cheng,Lu, Yuling,Yao, Meng,Guan, Zhenhua,Chen, Chunmei,Zhu, Hucheng,Luo, Zengwei,Zhang, Yonghui
supporting information, p. 5155 - 5158 (2021/05/31)
A practical and efficient approach for the synthesis of fluorescent 2,3-naphthalimide derivatives has been developed from readily available starting materials via an intramolecular didehydro-Diels-Alder reaction, which proceeded well under room temperature, exhibiting a wide substrate scope and good functional group tolerance. The practicability of this methodology has been verified by one-step synthesis of the environmentally sensitive fluorophore 6-DMN on a gram scale with a shorter time, fewer steps and less waste disposal, and without the utilization of toxic transition metals. The present experimental and computational studies support the crucial role of the propiolimide moiety in the transformation.
Access to Triazolopiperidine Derivatives via Copper(I)-Catalyzed [3+2] Cycloaddition/Alkenyl C?N Coupling Tandem Reactions
Xiao, Guorong,Wu, Kaifu,Zhou, Wei,Cai, Qian
supporting information, p. 4988 - 4991 (2021/10/14)
A copper-catalyzed [3+2] cylcoaddition/ alkenyl C?N coupling tandem reaction was demonstrated. It provided a method for the formation of triazolopiperidine skeletons. (Figure presented.).
Method for synthesizing atorvastatin calcium intermediate by multi-component one-pot method
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Paragraph 0147-0151, (2020/11/23)
The invention provides a method for synthesizing an atorvastatin calcium intermediate by a multi-component one-pot method, and particularly provides a one-pot method for synthesizing 4-(4-fluorophenyl)-2-(2methylpropionyl)-3-phenyl 4-oxo-N-phenyl butyramide. The preparation method is characterized in that N-phenyl phenylpropiolamide, 4-fluorobenzaldehyde and isobutyraldehyde are synthesized by a one-pot method under the action of Cu(SbF6)2 and a Pd-ligand catalyst to obtain a target compound. The one-pot method conforms to the characteristics of green chemistry and high atom economy, and emission of three wastes and pollution factors is remarkably reduced; the reaction steps are short, and the yield (about 80-87%) is obviously higher than that of the technical scheme of the existing multi-step synthesis method; raw materials are easily available; the process operation is simple; the EHS risk is low; and the industrialized feasibility is high.
Visible light induced the high-efficiency spirocyclization reaction of propynamide and thiophenols via recyclable catalyst Pd/ZrO2
Zhang, Nannan,Zuo, Hangdong,Xu, Chen,Pan, Junyi,Sun, Jun,Guo, Cheng
supporting information, p. 337 - 340 (2019/07/04)
A new method for the synthesis of 3-thioazaspiro[4,5]trienones was developed using Pd nanoparticle catalysts, which are highly efficient, environmentally friendly and recyclable. Alkynes and thiophene phenols are effectively cyclized by Pd/ZrO2
