116757-20-1Relevant academic research and scientific papers
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)
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
Electrochemical Thiolation and Borylation of Arylazo Sulfones with Thiols and B2pin2
Wang, Rongkang,Chen, Fangming,Jiang, Lvqi,Yi, Wenbin
supporting information, p. 1904 - 1911 (2021/02/12)
An efficient electrochemical synthesis approach of various unsymmetrical thioethers and arylboronates has been developed. Bench stable arylazo sulfones were used as radical precursors for carbon-heteroatom bond formation under electrochemical conditions. Moreover, the scalability of this approach was evaluated by performing the electrochemical thiolation and borylation of arylazo sulfones with thiols and B2pin2 on a gram scale. This protocol not only avoided the use of stoichiometric oxidants, metal catalysts, activating agents and even added bases, but also exhibited favorable functional group tolerance. (Figure presented.).
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.).
Design synthesis and evaluation of novel aldose reductase inhibitors: The case of indolyl–sulfonyl–phenols
Koutsopoulos, Konstantinos,Lavrentaki, Vasiliki,Antoniou, Ioakeim,Kousaxidis, Antonios,Lefkopoulou, Matina,Tsantili-Kakoulidou, Anna,Kovacikova, Lucia,Stefek, Milan,Nicolaou, Ioannis
, (2020/06/17)
Therapeutic interventions with aldose reductase inhibitors appear to be a promising approach to major pathological conditions (i.e. neuropathy/angiopathy related to chronic hyperglycemia, chronic inflammation and cancer). Until now, the most potent aldose
Cuprous complex, preparation method thereof and application of cuprous complex in synthesis of 3-indolyl thioether
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Paragraph 0050-0060; 0061, (2020/08/02)
The invention relates to a cuprous complex, a preparation method thereof and an application of the cuprous complex in synthesis of 3-indolyl thioether. The structural formula of the cuprous complex isshown in the specification, Ar is aryl containing a benzene ring or heterocyclic aryl, and ''.'' is a boron hydrogen bond; the preparation method comprises the following steps: 1) dissolving ortho-carborane diformaldehyde and arylamine in an organic solvent, reacting at 60-100 DEG C, and cooling to room temperature after the reaction is finished; and 2) adding CuI, reacting at room temperature for 3-6 hours, and separating to obtain the cuprous complex. Compared with the prior art, the cuprous complex containing the ortho-position carborane Schiff base ligand can efficiently catalyze the coupling reaction of synthesizing a 3-indolyl thioether compound from indole and thiophenol, the method has the advantages of high selectivity, low catalyst dosage, mild reaction conditions, open reaction(taking air as an oxidant), high reaction rate, high yield, wide substrate range and the like and shows a wide industrial application prospect.
ANTIMICROBIAL COMPOUNDS, COMPOSITIONS, AND ARTICLES OF MANUFACTURE FOR SELECTIVELY INHIBITING PATHOGENIC MICROBES
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, (2021/01/22)
A compound can have a structure of Formula A, or derivative thereof, salt thereof, or stereoisomer thereof, or having any chirality at any chiral center, or tautomer, polymorph, solvate, or combination thereof: wherein ring A is a phenyl, indolyl, naphthyl, or benzothiazolyl; X is S, SO, or SO2; Y is a linker or bond; Z is CH, CR2, or N; Z1 is C or N to form an imidazopyridine; each Z2, Z3, or Z4 is independently CH, CR2, or N; each Z5 or Z6 is C or CH; each R1, R2, and R3 is independently a substituent, and at least one of R1, R2, or R3 is a substituent other than a hydrogen; m is 0, 1, 2, 3, or 4; and n is 0 or a positive integer. The compounds can have specific substituent patterns.
Flavin/I2-Catalyzed Aerobic Oxidative C–H Sulfenylation of Aryl-Fused Cyclic Amines
Jiang, Xinpeng,Zhao, Zongchen,Shen, Zhifeng,Chen, Keda,Fang, Liyun,Yu, Chuanming
, p. 3889 - 3895 (2020/06/01)
We report an aerobic oxidative C–H sulfenylation of aryl-fused cyclic amines with various thiols catalyzed by flavin/I2 for the first time. While flavin I catalyzed the C–H sulfenylation of indolines to afford 3-sulfenylindoles, flavin II enabl
Recyclable Cellulose-Derived Fe3O4@Pd NPs for Highly Selective C–S Formation by Heterogeneously C–H Sulfenylation of Indoles
Li, Shengyi,Wang, Jinguo,Jin, Jianzhong,Tong, Jianying,Shen, Chao
, p. 2409 - 2414 (2020/02/25)
Abstract: An efficient and convenient method was developed for the preparation of 3-sulfenylindoles via a cellulose-derived Fe3O4@Pd NPs catalyzed heterogeneously C–H sulfenylation of indoles. This approach provides an effective synthetic route to an important class of indoles derivatives and features high efficiency, easy operation, good practicality, and environmental friendliness. The recoverable catalyst was separated from the reaction mixture using an outside magnetic field and can be recycled five times without huge loss of catalytic performance. Graphic Abstract: An efficient method was developed for the preparation of 3-sulfenylindoles via cellulose-derived Fe3O4@Pd NPs catalyzed heterogeneously C–H sulfenylation of indoles.[Figure not available: see fulltext.].
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.
supporting information, p. 1258 - 1266 (2019/02/03)
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.
