13141-40-7Relevant academic research and scientific papers
Rapid, easy copper-free Sonogashira couplings using aryl iodides and activated aryl bromides
Leadbeater, Nicholas E.,Tominack, Bonnie J.
, p. 8653 - 8656 (2003)
We present here an easy, rapid copper-free methodology for the Sonogashira coupling reaction. It works well for a range of aryl iodides and activated aryl bromides.
A novel water-soluble m-TPPTC ligand: Steric and electronic features - Recent developments in Pd- and Rh-catalyzed C-C bond formations
Genin, Emilie,Amengual, Remi,Michelet, Veronique,Savignac, Monique,Jutand, Anny,Neuville, Luc,Genet, Jean-Pierre
, p. 1733 - 1741 (2004)
The steric and electronic features of the novel water-soluble phosphane m-TPPTC have been determined using NMR, IR and UV-VIS spectroscopic methods and compared to the well-known sulfonated analogue TPPTS. The higher basicity of m-TPPTC compared to TPPTS
Accessing Polycyclic Heteroarenes Enabled by Copper-Catalyzed Aerobic Oxidative C–H/C–H [4 + 2] Annulation of 3-Arylindole Derivatives
Yue, Yuanyuan,Yang, Yan,Sun, Chunying,Chao, Junli,Ye, Yaqing,Guo, Xiaohui,Liu, Jianming
supporting information, p. 478 - 483 (2022/01/20)
Several polycyclic aromatic hydrocarbons are delivered at room temperature by copper-catalyzed aerobic oxidative C–H/C–H [4 + 2] annulation of alkyl-substituted 3-arylindole derivatives. Specifically, dual aryl C–H functionalization is furnished under mil
One-pot Sonogashira–Hydroarylation reaction catalyzed by anionic palladium complexes in an aqueous medium
Dziadas, M.,Trzeciak, A. M.,Wójcik, E.
supporting information, (2022/01/26)
It was found that anionic Pd(II) complexes of type [CA]2[PdCl4] and [CA]2[Pd2Cl6] (CA = imidazolium or pyridinium cation) are effective catalysts for copper-free Sonogashira coupling in an aqueous med
Alkyne Aminopalladation/Heck and Suzuki Cascades: An Approach to Tetrasubstituted Enamines
Geffers, Finn J.,Jones, Peter G.,Kurth, Florens R.,Werz, Daniel B.
supporting information, p. 14846 - 14850 (2021/10/19)
Alkyne aminopalladation reactions starting from tosylamides are reported. The emerging vinylic Pd species are converted either in an intramolecular Heck reaction with olefinic units or in an intermolecular Suzuki reaction by using boronic acids exhibiting broad functional group tolerance. Tetra(hetero)substituted tosylated enamines are obtained in a simple one-pot process.
An unsymmetrical Schiff-base derived recyclable Pd-catalyst for Suzuki–Miyaura and Sonogashira reactions in aqueous media
Das, Pankaj,Gogoi, Achinta,Puzari, Amlan
, (2021/06/02)
Abstract: A water-soluble palladium (II) complex containing an unsymmetrical Schiff-base ligand was synthesized and applied as catalyst Suzuki–Miyaura and Sonogashira cross-coupling reactions in aqueous media. Notably, moderate to excellent yields of biaryls were obtained in Suzuki reaction with usually less reactive aryl and heteroaryl chlorides under relatively mild condition. Moderate-to-high yields of aryl-alkynes were also obtained in Sonogashira reactions using aryl bromides. Apart from hydrophilic nature, the accomplishment of reactions in water, high recyclability, broad functional group tolerance, etc., are other advantages of the system. Graphic abstract: [Figure not available: see fulltext.]
Regio- and stereoselective intramolecular hydroalkoxylation of aromatic alkynols: an access to dihydroisobenzofurans under transition-metal-free conditions
Yu, Shu-Yan,Gao, Li-Hong,Wu, Jing-Xin,Lan, Hong-Bing,Ma, Yi,Yin, Zhi-Gang
, p. 3303 - 3310 (2020/04/27)
An efficient, transition-metal-free method to synthesize dihydroisobenzofuran derivatives via intramolecular hydroalkoxylation of aromatic alkynols with the promotion of cesium carbonate has been developed. The reaction proceeds regioselectively with exclusive formation of 5-exo-dig product, and only Z-isomer of the new generated double bond is observed. This new protocol features with milder reaction conditions, more convenient operation and satisfactory selectivities.
AgSCF3/Na2S2O8-Promoted Trifluoromethylthiolation/Cyclization of o-Propargyl Arylazides/ o-Alkynyl Benzylazides: Synthesis of SCF3-Substituted Quinolines and Isoquinolines
Qiu, Yi-Feng,Niu, Yue-Jie,Wei, Xi,Cao, Bao-Qian,Wang, Xi-Cun,Quan, Zheng-Jun
supporting information, p. 4165 - 4178 (2019/04/10)
A AgSCF3/Na2S2O8-promoted trifluoromethylthiolation/cascade cyclization of o-propargyl arylazides (or o-alkynyl benzylazides) triggered by a carbon-carbon triple bond is reported. This strategy provides the synthesis of valuable SCF3-substituted quinoline and isoquinoline systems via the construction of one C(sp2)-SCF3 bond and one C-N bond within one process.
Recyclable Pd/CuFe2O4 nanowires: A highly active catalyst for C-C couplings and synthesis of benzofuran derivatives
Lakshminarayana, Bhairi,Chakraborty, Jhonti,Satyanarayana,Subrahmanyam, Ch.
, p. 21030 - 21039 (2018/06/13)
Pd/CuFe2O4 nanowire-catalyzed cross coupling transformations are described. Notably, these reactions showed excellent functional group tolerance. Further, the protocol is applied to a one-pot synthesis of benzofurans via a Sonogashira coupling and intramolecular etherification sequence. The catalyst was reused and found to maintain its activity and stability.
Gold-catalyzed Bicyclization of Diaryl Alkynes: Synthesis of Polycyclic Fused Indole and Spirooxindole Derivatives
Cai, Ju,Wu, Bing,Rong, Guangwei,Zhang, Cheng,Qiu, Lihua,Xu, Xinfang
supporting information, p. 2733 - 2736 (2018/05/22)
An unprecedented gold-catalyzed bicyclization reaction of diaryl alkynes has been developed for the synthesis of indoles in good to high yields. Mechanistically, this alkyne bifunctionalization transformation was terminated by a stepwise formal X-H insert
