1210054-41-3

Upstream product

• 10075-50-0 5-bromo-1H-indole 
• 1666-13-3 diphenyl diselenide 
• 591-50-4 iodobenzene 
• 1132-39-4 diphenylselenide 
• 61871-82-7 1-(2-amino-5-bromophenyl)-2-chloroethan-1-one 
• 106-40-1 4-bromo-aniline 
• 2179-79-5 phenyl selenocyanate 
• 5707-04-0 Phenylselenyl chloride 

Relevant academic research and scientific papers

Sonochemistry: An efficient alternative to the synthesis of 3-selanylindoles using CuI as catalyst

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

Transition-Metal-Free HFIP-Mediated Organo Chalcogenylation of Arenes/Indoles with Thio-/Selenocyanates

We have developed a protocol for the synthesis of diaryl thio-/selenoethers by the reaction of aryl chalcogenocyanates with electron rich arenes/hetero arenes via HFIP promoted C-H activation. The reaction produces chalcogenides in good to excellent yields under mild conditions without the need of a transition metal as a catalyst. The HFIP-mediated reactions tolerated a wide range of functional groups and set the stage for the synthesis of diversely decorated chalcogenides. A mechanism involving activation of the C-H bond through hydrogen bonding is proposed.

Synergistic Cooperative Effect of Sodium borohydride-Iodine Towards Cascade C?N and C?S/Se Bond Formation: One-pot Regioselective Synthesis of 3-Sulfenyl/selenyl Indoles and Mechanistic Insight

In this work, a new strategy to synthesize 3-sulfenyl/selenyl indole is reported wherein LC?MS reveals a novel insight into synergistic cooperative effect of NaBH4-I2 which allows cascade C?N and C?S/C?Se bond formations via reduction-nucleophilic cyclization-chalcogenylation, three steps in one-pot, towards regioselective synthesis of diverse 3-chalcogenyl indoles including 5-bromo-3-[(3,4,5-trimethoxyphenyl)thio]-1H-indole, a known lead anticancer compound, directly from 2-amino-phenacylchlorides and thiophenols or disulfides/diselenides in aqueous dioxane under transition-metal-free condition. (Figure presented.).

Rose Bengal catalysed photo-induced selenylation of indoles, imidazoles and arenes: A metal free approach

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

Convenient synthesis of selenyl-indoles via iodide ion-catalyzed electrochemical C-H selenation

Reported herein is a transition metal- and oxidant-free method for the synthesis of selenyl heteroarenes with diselenides through iodide ion-catalyzed electrolytic selenation. This direct C(sp2)-H selenation strategy, with reduced environmental

An efficient: T -BuOK promoted C3-chalcogenylation of indoles with dichalcogenides

A versatile and efficient method for the synthesis of 3-chalcogenyl-indoles from indoles and dichalcogenides employing t-BuOK as a promoter at room temperature has been achieved. The present protocol exhibited a broad functional group tolerance. Diverse 3-sulfenyl- and 3-selenyl-indoles were rapidly obtained in good to excellent yields with high regioselectivities. It is noteworthy that this transformation was applicable to N-protected and N-unprotected indoles, allowing N-deprotection and C3-chalcogenylation of indoles in one step.

NaBr mediated regioselective synthesis of 3-Selanylindoles

A convenient NaBr mediated procedure is developed for the preparation of 3-selanylindoles from indoles and diselenides. In this protocol, NaBr is first oxidized by mCPBA into molecular bromine, which reacts with diselenide to form RSeBr. The in situ generated active electrophilic selenium species, then reacts with indoles, affording a series of 3-selanylindoles with high regioselectivity and in moderate to good yields.

NH4I-catalyzed chalcogen(S/Se)-functionalization of 5-membered N-heteroaryls under metal-free conditions

Herein, we described the NH4I-catalyzed C–H bond chalcogenation of N-heteroaryls in the presence of a minimum amount of DMSO/H2O/acetic acid as additives (2.5/2.5/1 M equiv., respectively), under metal-free conditions. Under optimized conditions, a wide variety of sulfenyl/selenyl imidazo[1,2-α]pyridines were prepared in very good yields. Moreover, the present approach was also highly efficient for the chalcogenation of different 5-membered N-heteroaryls, e.g., indole, imidazothiazole, indazole and imidazopyrimidine derivatives.

Direct, Metal-free C(sp2)?H Chalcogenation of Indoles and Imidazopyridines with Dichalcogenides Catalysed by KIO3

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.

Preparation method of 3-arylseleno-1H-indoles

The invention provides a preparation method of 3-arylseleno-1H-indoles. Specifically, corresponding 3-arylseleno-1H-indoles are generated from aromatic heterocyclic compounds and symmetric diselenidesthrough a reaction in an organic solvent under irradiation of a blue LED lamp, preferably, the reaction is performed in presence of FIrPic (bis(4,6-difluorophenylpyridinato-N,C2)picolinatoiridium). The preparation method is simple and convenient to operate, a reagent is obtained easily, a catalyst is safe and pollution-free, the requirement of green chemistry is met, and the catalyst is stable inproperty and high in catalytic efficiency; yield and purity of 3-arylseleno-1H-indoles prepared with the method are both higher.