32884-82-5Relevant academic research and scientific papers
Palladium-Catalyzed Direct C2-Biarylation of Indoles
Murugesan, Tamilarasu,Sivarajan, Chinraj,Jayakumari, Chithra Mohan,Singh, Rajat Kumar,Vennapusa, Sivaranjana Reddy,Kaliyamoorthy, Alagiri
, p. 10838 - 10851 (2021/08/16)
Biaryl and indole units are important structural motifs in several bioactive molecules and functional materials. We have accomplished straightforward access to C2-biarylated indole derivatives through palladium-catalyzed C-H activation strategy with a bro
Transition-Metal-Free Selective Oxidative C(sp3)-S/Se Coupling of Oxindoles, Tetralone, and Arylacetamides: Synthesis of Unsymmetrical Organochalcogenides
Prasad, Ch. Durga,Sattar, Moh.,Kumar, Sangit
, p. 774 - 777 (2017/03/01)
Transition-metal-free synthetic methods have been developed for the preparation of unsymmetrical diaryl and aryl alkyl chalcogenides: sulfones, sulfides, and selenides from the sp3-C-H bond of oxindole, tetralone, arylacetamide, and aryl chalco
Copper-catalysed selective 3-sulfonylation of indoles: A mild synthesis of indolyl sulfones
Du, Yi,Liu, Yunyun
, p. 579 - 582 (2016/10/18)
The selective C3-sulfonylation of some 4-, 5- and 6-substituted indoles using sodium arenesulfinates as reaction partners has been realised under mild conditions using catalytic CuI/1,10-phenanthroline at 70 °C. The reaction had a satisfactory application
Catalyst-controlled selectivity in C-S bond formation: Highly efficient synthesis of C2- and C3-sulfonylindoles
Yang, Yong,Li, Wanmei,Xia, Chengcai,Ying, Beibei,Shen, Chao,Zhang, Pengfei
, p. 304 - 307 (2016/02/05)
Exploring a potential catalyst system for catalyst-controlled selectivity in C-S bond formation is a fascinating challenge. Herein, we described two novel and highly efficient methods for the selective synthesis of C2- and C3-sulfonylindoles showing good biological activities by employing iodide and copper catalysts, respectively. Mechanistic studies point to the crucial role of the electronic properties of the sulfonylated intermediates. I see two and I see three: Two novel and highly efficient methods for the selective synthesis of C2- and C3-sulfonylindoles by employing iodide and copper catalysts, respectively, are described. Mechanistic studies point to the crucial role of the electronic properties of the sulfonylated intermediates. phen=1,10-phenantroline, TBHP=tert-butyl hydroperoxide.
ZnO-mediated regioselective C-arylsulfonylation of indoles: A facile solvent-free synthesis of 2- and 3-sulfonylindoles and preliminary evaluation of their activity against drug-resistant mutant HIV-1 reverse transcriptases (RTs)
Tocco, Graziella,Begala, Michela,Esposito, Francesca,Caboni, Pierluigi,Cannas, Valeria,Tramontano, Enzo
, p. 6237 - 6241 (2013/10/22)
A ZnO-mediated one-pot solvent-free protocol for the regioselective C-arylsulfonylation of indoles is described and some novel derivatives were tested on wild type and non-nucleoside inhibitor resistant K103N and Y181C HIV-1 reverse transcriptases (RTs).
A simple and efficient approach for the sulfonylation of indoles catalyzed by CuI
Rahman, Matiur,Ghosh, Monoranjan,Hajra, Alakananda,Majee, Adinath
, p. 342 - 346 (2013/09/23)
In this paper, a simple and efficient protocol for the chemoselective sulfonation of indoles using aryl sulfonyl chlorides in the presence of CuI is reported. The reaction proceeds under mild conditions and is applicable to indoles bearing a selection of functional groups without NH protection.
Indole synthesis by conjugate addition of anilines to activated acetylenes and an unusual ligand-free copper(II)-mediated intramolecular cross-coupling
Gao, Detian,Back, Thomas G.
, p. 14828 - 14840 (2013/01/15)
A versatile new synthesis of indoles was achieved by the conjugate addition of N-formyl-2-haloanilines to acetylenic sulfones, ketones, and esters followed by a copper-catalyzed intramolecular C-arylation. The conjugate addition step was conducted under e
Rh2(II)-catalyzed nitro-group migration reactions: Selective synthesis of 3-nitroindoles from β-nitro styryl azides
Stokes, Benjamin J.,Liu, Sheng,Driver, Tom G.
, p. 4702 - 4705 (2011/05/16)
Rhodium carboxylate complexes (1 mol %) catalyze the migration of electron-withdrawing groups to selectively produce 3-substituted indoles from β-substituted styryl azides. The relative order of migratorial aptitude for this transformation is ester ? amide H sulfonyl benzoyl ? nitro.
Sulfonylation of aromatic compounds with sulfonic acids using silica gel-supported AlCl3 as a heterogeneous Lewis acid catalyst
Parvanak Boroujeni, Kaveh
experimental part, p. 197 - 203 (2010/11/05)
Silica gel-supported aluminum chloride (SiO2-AlCl3) has been shown to be a mild, efficient, and chemoselective heterogeneous Lewis acid catalyst for direct conversion of arenes to sulfones using sulfonic acids as sulfonylating agents. The catalyst can be prepared easily with cheap starting materials and is stable (as a bench-top catalyst) and reusable.
