1599461-84-3Relevant academic research and scientific papers
Fe(III)-Catalyzed direct C3 chalcogenylation of indole: The effect of iodide ions
Luz, Eduardo Q.,Seckler, Diego,Araújo, Janylson Souza,Angst, Leonardo,Lima, David B.,Maluf Rios, Elise Ane,Ribeiro, Ronny R.,Rampon, Daniel S.
, p. 1258 - 1266 (2019)
A mild and efficient iron (III)-catalyzed C3 chalcogenylation of indoles has been developed and the role of the iodide ions in this transformation was investigated. EPR experiments revealed the reduction of Fe(III) to Fe(II) under the reaction conditions, supporting the formation of molecular iodine in the system, which in effect catalyze the reaction. The scope of the chalcogenylation was broad and the synthesis of more functionalized 3-selenylindoles was explored.
Arylseleninic acid as a green, bench-stable selenylating agent: Synthesis of selanylanilines and 3-selanylindoles
Abenante, Laura,Anghinoni, Jo?o M.,Lenard?o, Eder J.,Padilha, Nathalia B.,Penteado, Filipe,Rosati, Ornelio,Santi, Claudio,Silva, Marcio S.
, p. 5210 - 5217 (2020/07/23)
Arylseleninic acids were used as an electrophilic selenium source in aromatic substitution reactions, using N,N-substituted anilines and indoles as nucleophiles at 70 °C for 6-15 h. A total of fourteen 4-selanylanilines and five 3-selanylindoles were selectively obtained in good to excellent yields. The starting benzeneseleninic acids are easily prepared from the respective diselenides, are bench stable and easy to handle, affording water as the only waste at the end of the reaction. This journal is
Direct, Metal-free C(sp2)?H Chalcogenation of Indoles and Imidazopyridines with Dichalcogenides Catalysed by KIO3
Rafique, Jamal,Saba, Sumbal,Franco, Marcelo S.,Bettanin, Luana,Schneider, Alex R.,Silva, Lais T.,Braga, Antonio L.
supporting information, p. 4173 - 4180 (2018/02/06)
Herein, we report a greener protocol for the synthesis of 3-Se/S-indoles and imidazo[1,2-a]pyridines through direct C(sp2)?H bond chalcogenation of heteroarenes with half molar equivalents of different dichalcogenides, using KIO3 as a non-toxic, easy-to-handle catalyst and a stoichiometric amount of glycerol. The reaction features are high yields, based on atom economy, easy performance on gram-scale, metal- and solvent-free conditions as well as applicability to different types of N-heteroarenes.
Rose Bengal catalysed photo-induced selenylation of indoles, imidazoles and arenes: A metal free approach
Saba, Sumbal,Rafique, Jamal,Franco, Marcelo S.,Schneider, Alex R.,Espíndola, Leandro,Silva, Dagoberto O.,Braga, Antonio L.
supporting information, p. 880 - 885 (2018/02/19)
In this report, the highly efficient Rose Bengal-catalysed C(sp2)-H selenylation of indoles, imidazoles and arenes was achieved using a half molar equiv. of diorganoyl diselenides. This metal-free, photo-induced protocol resulted in selenylated
Atom-economical selenation of electron-rich arenes and phosphonates with molecular oxygen at room temperature
Bhunia, Samir Kumar,Das, Pritha,Jana, Ranjan
supporting information, p. 9243 - 9250 (2019/01/03)
Organoselenium and selenophosphorus compounds are ubiquitously found in biologically active compounds, agrochemicals, functionalized materials etc. Although selenium is a micronutrient and an essential trace element, its contamination/consumption in highe
Synthesis of 3-Selenylindoles under Ecofriendly Conditions
Ferreira, Natasha L.,Azeredo, Juliano B.,Fiorentin, Breno L.,Braga, Antonio L.
supporting information, p. 5070 - 5074 (2015/08/18)
The preparation of biologically relevant 3-selenylindoles by a greener protocol by using a catalytic amount of K2CO3 and ethanol as a biosolvent in a system open to air was explored. Through this easy approach, 3-selenylindoles with
Sonochemistry: An efficient alternative to the synthesis of 3-selanylindoles using CuI as catalyst
Vieira, Beatriz M.,Thurow, Samuel,Brito, Juliana S.,Perin, Gelson,Alves, Diego,Jacob, Raquel G.,Santi, Claudio,Lenard?o, Eder J.
, p. 192 - 199 (2015/06/08)
Ultrasonic (US) irradiation was successfully used as an alternative energy source to prepare 3-selanylindoles through the direct selanylation of indoles with diorganyl diselenides using CuI (20 mol%) as catalyst and DMSO as the solvent. By using this US-p
A solvent- and metal-free synthesis of 3-chacogenyl-indoles employing DMSO/I2 as an eco-friendly catalytic oxidation system
Azeredo, Juliano B.,Godoi, Marcelo,Martins, Guilherme M.,Silveira, Claudio C.,Braga, Antonio L.
, p. 4125 - 4130 (2014/05/20)
Herein, we describe a solvent- and metal-free method for the synthesis of 3-chalcogenyl-indoles from indoles and diorganyl dichalcogenides using an equivalent amount of DMSO as an oxidant, under catalysis by molecular iodine. This mild and eco-friendly ap
