86867-62-1Relevant academic research and scientific papers
Pd/Cu-Free Cobalt-Catalyzed Suzuki and Heck Using Green Bio-Magnetic Hybrid and DFT-Based Theoretical Study
Hajipour, Abdol R.,Khorsandi, Zahra,Ahmadi, Mehnoosh,Jouypazadeh, Hamidreza,Mohammadi, Bahareh,Farrokhpour, Hossein
, p. 2842 - 2850 (2021/02/01)
Abstract: Several highly efficient and magnetically recyclable cobalt catalytic systems were prepared using magnetic chitosan and some safe and available organic compounds (Co-ligand@MNPs/Ch). The structure of these nanocomposites was confirmed by various physicochemical techniques such as FT-IR, XRD, TGA, VSM, TEM, SEM, CHNS and ICP-OES. These nano composites exhibit remarkable catalytic efficiency for Suzuki and Heck cross-coupling reactions in mild and green reaction conditions. The facile accessibility of starting materials, possible performance in air and eco-friendly conditions are merits of our catalysts. In addition, to describe and go insight to role and effect of ligands present in these catalysts, electrostatic interactions, density functional theory (DFT) model in molecular method were employed. Graphic Abstract: [Figure not available: see fulltext.]
Palladium-Catalyzed meta-Selective C-H Functionalization by Noncovalent H-Bonding Interaction
Jin, Zhong,Li, Guoshuai,Xu, Xiaohua,Yan, Yifei,Zhang, Pengfei
, p. 10460 - 10466 (2021/08/31)
Controlling positional selectivity represents one of the most important aspects in transition-metal-catalyzed C-H bond functionalization. However, the conventional directing template strategies via a covalent binding to the substrates are always hindered by prior stoichiometric installation and removal of the directing groups. Herein, we report a palladium-catalyzed meta-selective C-H olefination of aromatic carbonyl compounds by noncovalent hydrogen-bonding interaction. N,N′-Substituted ureas were engineered to serve as a H-bonding donor for binding to the substrates and, meanwhile, achieve site-selective control by the integrated directing group.
A solvent- And catalyst-free tandem reaction: Synthesis, and photophysical and biological applications of isoindoloquinazolinones
Ali, Sk Asraf,Bera, Anirban,Ikbal, Mohammed,Manna, Susanta Kumar,Misra, Sandip,Saha, Amit,Samanta, Shubhankar
supporting information, p. 4324 - 4331 (2020/03/26)
An easy green synthetic approach for fused isoindoloquinazolinones has been developed under neat reaction (yields up to 91%) conditions. This new one-pot tandem methodology involves condensation of readily available anthranilamide with 3-(2-formylcycloalk
Transition-Metal-Free One-Pot Tandem Synthesis of 3-Ketoisoquinolines from Aldehydes and Phenacyl Azides
Prasad, Budaganaboyina,Phanindrudu, Mandalaparthi,Tiwari, Dharmendra Kumar,Kamal, Ahmed
, p. 12334 - 12343 (2019/10/14)
An efficient and transition-metal-free strategy for the synthesis of 3-keto-isoquinolines in one pot has been developed from the easily accessible 2-(formylphenyl)acrylates and phenacyl azides. Various substituted aldehydes and phenacyl azides were successfully employed in this transformation to furnish a variety 3-keto-isoquinolines in very good yields. A number of controlled experiments were conducted to postulate the reaction mechanism. Secondary functionalizations of 2-keto-isoquinolins were also performed to showcase the synthetic utility.
Copper Catalyzed One-Pot Three-Component Imination-Alkynylation-aza-Michael Sequence: Enantio- And Diastereoselective Syntheses of 1,3-Disubstituted Isoindolines and Tetrahydroisoquinolines
Das, Braja Gopal,Shah, Sadhna,Singh, Vinod K.
supporting information, p. 4981 - 4985 (2019/07/08)
An enantio- and diastereoselective syntheses of 1, 3-disubstituted isoindolines and tetrahydroisoquinolines via CuI-Pybox-diPh catalyzed one-pot imination-alkynylation-aza-Michael sequence has been reported. The three-component reaction produces one C-C and two C-N bonds sequentially with high yield (up to 92%), enantioselectivity (up to 99%), and diastereoselectivity (up to 9:1) in a single operation. Furthermore, the synthetic utility of the product has been demonstrated by LiAlH4 reduction of ester and hydrogenation of alkyne functionality without losing the stereoselectivity.
Intramolecular Tandem Seleno-Michael/Aldol Reaction: A Simple Route to Hydroxy Cyclo-1-ene-1-carboxylate Esters
Banachowicz, Piotr,Mlynarski, Jacek,Buda, Szymon
, p. 11269 - 11277 (2018/09/06)
Intramolecular tandem seleno-Michael/aldol reaction followed by an oxidation-elimination process can be an efficient tool for the construction of hydroxy cyclo-1-ene-1-carboxylate esters from oxo-α,β-unsaturated esters. Generation of lithium selenolate from elemental selenium and n-BuLi provides a simple and efficient one-pot access to cyclic endo-Morita-Baylis-Hillman adducts.
Diastereoselective synthesis of isochromans via the Cu(ii)-catalysed intramolecular Michael-type trapping of oxonium ylides
Alavala, Gopi Krishna Reddy,Sajjad, Farrukh,Shi, Taoda,Kang, Zhenghui,Ma, Mingliang,Xing, Dong,Hu, Wenhao
supporting information, p. 12650 - 12653 (2018/11/20)
A highly diastereoselective approach for the rapid construction of an isochroman skeleton was achieved by the copper(ii)-catalyzed transformation of alcohol-tethered enones and diazo compounds. This transformation was proposed to proceed through the intramolecular Michael-type trapping of an in situ generated oxonium ylide intermediate. The copper(ii) catalyst may play a dual role in catalyzing diazo decomposition as well as activating the enone unit. With this method, a series of 3,4-substituted isochromans were obtained with excellent diastereoselectivities under very mild reaction conditions.
Rhodium-catalyzed ortho-C-H olefination of aromatic aldehydes employing transient directing strategy
Liu, Xi,Wang, Zhonghao,Chen, Qun,He, Ming-Yang,Wang, Liang
, (2018/02/07)
A Rhodium(III)-catalyzed ortho-C-H olefination of aromatic aldehydes in the presence of catalytic amount of TsNH2 has been developed. The in situ generated imine intermediate from aldehyde and TsNH2 worked as a transient directing gr
Photoinduced Intermolecular [4+2] Cycloaddition Reaction for Construction of Benzobicyclo[2.2.2]octane Skeletons
Liu, Qiang,Wang, Junlei,Li, Dazhi,Yang, Chao,Xia, Wujiong
, p. 1389 - 1402 (2017/02/10)
A novel and efficient method for the synthesis of highly substituted benzobicyclo[2.2.2]octane skeletons has been explored. Under UV-light irradiation, o-divinylbenzenes underwent a pericyclic reaction to form the cyclic o-quinodimethane intermediates which were subsequently reacted with olefins through [4+2] addition to construct the benzobicyclo[2.2.2]octane skeletons in mild conditions. Gram scale reactions demonstrated the synthetic potential application of this protocol.
Synthesis of Oxatricyclooctanes via Photoinduced Intramolecular Oxa-[4+2] Cycloaddition of Substituted o-Divinylbenzenes
Liu, Qiang,Wang, Junlei,Li, Dazhi,Gao, Guo-Lin,Yang, Chao,Gao, Yuan,Xia, Wujiong
, p. 7856 - 7868 (2017/08/14)
The photolysis of substituted o-divinylbenzenes promotes a one-step and metal-free conversion to oxatricycles at room temperature. Irradiation o-divinylbenzenes results in an pericyclic reaction to form cyclic o-quinodiemthane intermediates, which subsequently undergo intramolecular oxa-[4+2] cycloaddition to form oxacyclic derivatives.
