633291-96-0Relevant 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
supporting information, 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
Iodine/Manganese Catalyzed Sulfenylation of Indole via Dehydrogenative Oxidative Coupling in Anisole
Li, Weihe,Wang, Hao,Liu, Shengping,Feng, Hua,Benassi, Enrico,Qian, Bo
, p. 2666 - 2671 (2020/05/25)
This protocol describes an iodine/manganese catalytic system for dehydrogenative oxidative coupling reaction of indoles with thiols in anisole. Particularly, the dual roles of anisole have been first demonstrated as a solvent and as a promoter via the formation of an oxonium ion intermediate to accelerate the generation of products. A series of sulfenylindoles are readily constructed under aerobic mild reaction conditions. In addition, the achievement for preparing anticancer and anti-AIDS drugs testifies the practicability of this approach. The mechanism studies disclose probable alternative pathways and a single-electron transfer process are involved in this transformation. (Figure presented.).
Domino C?S/C?N Bond Formation Using Well-Defined Copper-Phosphine Complex Catalyst: Divergent Approach to 3-Sulfenylated Indoles
Tamargo, Ramuel John Inductivo,Kim, Sung Hong,Lee, Yong Rok
, p. 4005 - 4015 (2019/07/18)
A protocol was developed for the synthesis of 3-thioindoles in good-to-excellent yields involving sulfenylation between 2-nitrocinnamaldehydes and various thiols using a well-defined copper(I)-phosphine complex catalyst. This unconventional divergent approach involves in situ generation of indoles via domino C?S/C?N bond formation initiated by sulfa-Michael addition followed by intramolecular N-heteroannulation. This protocol shows good chemoselectivity and broad substrate scope. To briefly demonstrate the value of this approach, 2-benzoyl-3-sulfenylated indoles were prepared from commercially available 2-nitrochalcones and thiols. (Figure presented.).
Catalytic oxidation synthesis method of 3-mercaptoindole compounds with disulfide as sulfur source
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Paragraph 0070; 0071, (2018/09/12)
The invention discloses a catalytic oxidation synthesis method of 3-mercaptoindole compounds with disulfide as a sulfur source. The method comprise steps as follows: indole compounds and disulfide aretaken as reaction substrates, potassium iodide and sodi
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.
Flavin-iodine coupled organocatalysis for the aerobic oxidative direct sulfenylation of indoles with thiols under mild conditions
Ohkado, Ryoma,Ishikawa, Tatsuro,Iida, Hiroki
supporting information, p. 984 - 988 (2018/03/13)
A unique coupled redox organocatalysis system using flavin and iodine catalysts efficiently promoted the metal-free aerobic oxidative direct sulfenylation of indoles with thiols at ambient temperature without any sacrificial reagents, except environmentally benign molecular oxygen. Biomimetic flavin catalysis plays multiple roles in aerobic oxidative transformations, not only regenerating I2 from in situ generated I-, but also converting thiols into disulfides.
Synthesis of 3-Sulfenylindoles from Indoles and Various Sulfenylation Agents through Aerobic Oxidative C-S Bond Coupling
Xu, Chaorong,Yi, Shanli,Li, Meichao,Hu, Xinquan,Sun, Nan,Jin, Liqun,Hu, Baoxiang,Shen, Zhenlu
supporting information, p. 1914 - 1920 (2018/08/28)
A novel aerobic catalytic oxidation system for the sulfenylation of indoles with a variety of sulfenylation agents through oxidative C-S bond coupling has been successfully developed. The reactions were performed with potassium iodide as the catalyst, sodium nitrite as the co-catalyst, and molecular oxygen as the terminal oxidant in the presence of acetic acid. Under the optimal reaction conditions, a number of indoles could be sulfenylated with Bunte salts, thiols, or disulfides to generate 3-sulfenylindoles in good yields. This protocol provided an efficient and environmentally benign strategy for the synthesis of 3-sulfenylindoles.
3 - Mercapto of indole compounds synthesized by catalytic oxidation method (by machine translation)
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Paragraph 0094; 0095, (2018/10/11)
The invention discloses a 3 - mercapto of indole compounds synthesized by catalytic oxidation method, to indole compounds and sulfur on behalf of the sulfate as the substrate of reaction, to potassium iodide and sodium nitrite as catalyst, in order to acetic acid as an auxiliary agent, in order to oxygen as the oxidizing agent, the reaction substrate in the organic solvent, for normal pressure, temperature 50 - 80 °C reaction under the condition of, after the reaction is completed after the separation and processed to obtain the 3 - mercapto-indole compounds. The synthesizing method of the invention, simple and safe operation, in order to clean the oxygen as terminal oxidant, thereby greatly reducing the environmental costs; mild reaction conditions. (by machine translation)
Iodine-promoted selective 3-selanylation and 3-sulfenylation of indoles with dichalcogenides under mild conditions
Chen, Su-Qin,Wang, Qian-Mei,Xu, Ping-Chuan,Ge, Shao-Peng,Zhong, Ping,Zhang, Xiao-Hong
, p. 100 - 103 (2016/01/25)
A simple method was developed for the synthesis of 3-chalcogen indoles via iodine-promoted direct 3-selanyl- and 3-sulfenylation of indoles with dichalcogenides. The reaction was carried out smoothly in EtOH under air at room temperature, selectively givi
Metal-free, iodine-catalyzed regioselective sulfenylation of indoles with thiols
Yi, Shanli,Li, Meichao,Mo, Weimin,Hu, Xinquan,Hu, Baoxiang,Sun, Nan,Jin, Liqun,Shen, Zhenlu
, p. 1912 - 1916 (2016/04/19)
An iodine-catalyzed regioselective sulfenylation of indoles in the presence of DMSO has been presented. Various indoles can react with aryl thiols or alkyl thiols to afford their corresponding 3-sulfenylindoles in good to excellent yields. The notable fea
