629-05-0Relevant academic research and scientific papers
Facile synthesis of Pd nanoparticles supported on a novel Schiff base modified chitosan-kaolin: Antibacterial and catalytic activities in Sonogashira coupling reaction
Nasrollahzadeh, Mahmoud,Shafiei, Nasrin,Baran, Talat,Pakzad, Khatereh,Tahsili, Mohammad Reza,Baran, Nuray Y?lmaz,Shokouhimehr, Mohammadreza
, (2021/06/03)
The present work studies the Sonogashira coupling reaction (SCR) between aryl halides and acetylenes under aerobic conditions using the catalytic complex of Pd nanoparticles (NPs) supported on a novel Schiff base modified chitosan-kaolin (Pd NPs@CS-Kao) in ethanol solvent. The prepared catalyst was characterized by TEM, SEM, FT-IR, XRD, EDS, XPS, elemental mapping, and Raman analyses. The products were formed in high yields. At the end of the reaction, Pd NPs@CS-Kao can be filtered and reused for five consecutive cycles. The advantages of this catalytic process include simple methodology, high yields, and easy work-up. In addition, Pd NPs@CS-Kao exhibited effective antibacterial performance against E. coli gram-negative bacteria.
Method for synthesizing terminal alkyne by utilizing 1, 2-dihaloalkane
-
Paragraph 0028-0030, (2020/04/29)
The invention discloses a method for synthesizing terminal alkyne by utilizing 1, 2-dihaloalkane. According to the method, 1, 3-dihaloalkane is used as a raw material and terminal alkyne is synthesized under the action of alkali and a catalyst, wherein the molar ratio of the alkali to the 1, 2-dihaloalkane is 2: 1-5: 1, the use amount of the catalyst is 2%-10% of the mass of the 1, 2-dihaloalkane,the reaction temperature is 100-150 DEG C and the reaction time is 3-10 h. The method has the advantages of environmental protection, high selectivity, high yield and the like.
Bimolecular vinylation of arenes by vinyl cations
Bour, Christophe,Gandon, Vincent,Li, Zhilong
supporting information, p. 6507 - 6510 (2020/07/02)
Styrene derivatives can be easily synthesized from vinyl triflates and arenes under mild reaction conditions, using [Li][Al(OC(CF3)3)4] as a catalyst and LiHMDS as a base. This transformation is likely to involve a vinyl cation intermediate as an electrophile, which is corroborated by DFT calculations, deuterium-labeling and other control experiments. The use of an inert weakly coordinating anion is a decisive factor in this bimolecular vinylation process. This journal is
Synthesis and Reactivity of Phosphine-Quinolinolato Rhodium Complexes: Intermediacy of Vinylidene and (Amino)carbene Complexes in the Catalytic Hydroamination of Terminal Alkynes
Takano, Shotaro,Kochi, Takuya,Kakiuchi, Fumitoshi
, p. 4112 - 4125 (2017/01/10)
We report here on the syntheses of rhodium(I) complexes bearing a phosphine-quinolinolate ligand and the isolation of two classes of important intermediates in the anti-Markovnikov hydroamination of terminal alkynes with secondary amines: vinylidene-bridged dirhodium complexes and (amino)carbene complexes. We first prepared various rhodium(I) complexes bearing a phosphine-quinolinolate ligand and found that some of these complexes had catalytic activity for the anti-Markovnikov hydroamination of terminal alkynes with secondary amines. The reaction of stoichiometric amounts of a (PNO)Rh complex with terminal alkynes provided vinylidene-bridged dirhodium complexes. When the resulting vinylidene complexes were reacted with secondary amines, (amino)carbene complexes were generated, which gave the hydroamination product upon heating with an additive. These results suggest that this anti-Markovnikov hydroamination catalyzed by (PNO)Rh complexes proceeds via vinylidene and (amino)carbene complexes.
Chemo-, regio-, and stereoselective hydroboration of conjugated enyne alcohol/amine: Facile synthesis of Z,Z-/Z,E-1,3-dien-1/2-ylboronic ester bearing hydroxyl/amino group
Xu, Hua-Dong,Wu, Hao,Jiang, Chun,Chen, Peng,Shen, Mei-Hua
supporting information, p. 2915 - 2918 (2016/06/14)
Hydroboration of conjugated enyne alcohol/amine is studied by using copper salts and bis(pinacolato)diboron as pre-catalysts and boron source respectively. It is suggested that the chemo-selectivity is derived from a combined electronic influence of the heteroatoms on the substrate and the ligand on the transition metal. The regioselectivity is probably dominated mainly by electronic effect of the alkyne substituent. This study resulted in a highly selective protocol to access Z,Z-/Z,E-1,3-dien-1/2-ylboronic ester bearing hydroxyl/amino group.
Tandem Claisen Rearrangement/6-endo Cyclization Approach to Allylated and Prenylated Chromones
Schmidt, Bernd,Riemer, Martin,Schilde, Uwe
supporting information, p. 7602 - 7611 (2016/01/25)
Allyl, dimethylallyl and prenyl ethers derived from o-acylphenols reacted upon microwave irradiation to form C-allylated or -prenylated chromone derivatives, depending on the substitution pattern of the arene and the allyl substituent. The reaction proceeds through a tandem Claisen rearrangement and 6-endo-trig or 6-endo-dig cyclization sequence. For prenyl ethers, the tandem sequence can be extended by a Cope rearrangement to furnish 6-prenylchromones. The method is potentially useful for the synthesis of natural products and drugs.
"quick and click" assembly of functionalised indole rings via metal-promoted cyclative tandem reactions
Capitta, Francesca,De Luca, Lidia,Porcheddu, Andrea
, p. 59297 - 59301 (2015/02/19)
An efficient and convenient synthesis of a variety of decorated indoles using a three-component tandem metal-catalysed process is described. We propose here a new "synthetic kit" that allows for the "quick and click" assembly of indole rings using readily available, and inexpensive starting materials under environmentally friendly reaction conditions. This journal is
Synthesis of acetylenes via dehydrobromination using solid anhydrous potassium phosphate as the base under phase-transfer conditions
Shenawi-Khalil, Sanaa,Sonavane, Sachin U.,Sasson, Yoel
, p. 2295 - 2297 (2012/07/27)
Phase-transfer catalyzed preparation of acetylenes from the corresponding vicinal dibromo compounds via double dehydrobromination using the mild solid base, anhydrous potassium phosphate, under very mild conditions is reported.
InCl3-catalyzed synthesis of 1,2-dimetallic compounds by direct insertion of aluminum or zinc powder
Bluemke, Tobias D.,Klatt, Thomas,Koszinowski, Konrad,Knochel, Paul
supporting information, p. 9926 - 9930 (2012/11/07)
In-sertion of metal: Catalytic amounts of InCl3 allow the insertion of aluminum and zinc into aromatic 1,2-dibromides or 1,2-bromotriflates (see scheme). These 1,2-dimetallic species can undergo Cu or Pd-catalyzed acylations, allylations, or cross-couplings. Copyright
Stereospecific approach to α,β-disubstituted nitroalkenes via coupling of α-bromonitroalkenes with boronic acids and terminal acetylenes
Ganesh, Madhu,Namboothiri, Irishi N.N.
, p. 11973 - 11983 (2008/03/13)
(Z)-α-Bromo-β-substituted nitroethylenes undergo facile Suzuki coupling with aryl, heteroaryl, and vinylboronic acids in the presence of Pd(PPh3)4 as catalyst to afford (E)-α,β-disubstituted nitroethylenes in high yield (up to 95%) and complete specificity. Similar coupling of α-bromonitroethylenes with terminal acetylenes (Sonogashira coupling) provides a novel route to (E)-nitroenynes. These Pd-catalyzed coupling methods offer a convenient and stereospecific entry into a diverse array of synthetically and biologically useful α,β-disubstituted nitroethylenes.
