1201-20-3

Upstream product

• 3425-46-5 potassium selenocyanate 
• 603-76-9 1-methylindole 
• 7677-24-9 trimethylsilyl cyanide 
• 109-77-3 malononitrile 

Relevant academic research and scientific papers

General synthesis of trifluoromethyl selenides utilizing selenocyanates and fluoroform

Trifluoromethylated selenoethers are quite rare despite their potential and the interest that they generate. A series of trifluoromethylseleno derivatives, either primary and secondary aliphatic or aromatic and heterocyclic, is described herein by the reaction of easily prepared organic selenocyanates and CuCF3. Another beneficial feature of this reaction is the use of fluoroform as a source for the CF3 group, a compound whose chemistry is currently being intensively researched because it is a potent greenhouse gas that should not be released into the atmosphere.

Polarization-induced charge separation in conjugated microporous polymers for efficient visible light-driven C-3 selenocyanation of indoles

Conjugated microporous polymers (CMPs) are cost-effective photocatalysts in organic transformations, while they are usually limited by the insufficient separation of photogenerated charges. Here we report a polarization strategy through molecular geometry optimization to promote the charge separation of CMPs. Three CMP photocatalysts with an alternative donor-acceptor skeleton and tunable symmetry were synthesized by the oxidative coupling of bis-carbazoles with electron-deficient bridges (benzene/pyridine/pyrimidine). Simply regulating the polarization of the starting monomers leads to tailorable porosity, photoelectric properties, and photocatalytic activity of the CMPs. They exhibited high efficiency in C-3 selenocyanation of indoles under visible-light and at room temperature, and pyridine-based CMPs with the largest dipole moment gave a yield of up to 94%, superior to their state-of-the-art photocatalyst counterparts. Photo-physical experiments combined with theoretical calculations further supported that the incorporation of the polarized linker introduced an internal electric field, benefitting efficient charge separation. This offered new insight into developing high-performance photocatalysts.

N -Selenocyanato-Dibenzenesulfonimide: A New Electrophilic Selenocyanation Reagent

A new electrophilic selenocyanation reagent N -seleno-cyanato-dibenzenesulfonimide was readily prepared in two steps from commercially available dibenzenesulfonimide for the first time. A variety of electrophilic selenocyanato reactions of nucleophiles have been achieved using it as selenocyanato source under mild and simple conditions. Numerous SeCN-containing compounds were obtained in moderate to excellent yields. Meanwhile, a Lewis acid mediated tandem selenocyanation/cyclization reaction of alkenes with phenols, which provided simple methods for the formation of various SeCN-containing chromanes and dihydrobenzofurans in moderate to good yields, has also been developed.

Temperature-Controlled Chalcogenation and Chalcogenocyanation of Imidazopyridines in Water under Transition Metal-Free Conditions

A sustainable and transition metal-free approach for C3 chalcogenation and chalcogenocyanation of imidazopyridines with KXCN (X = S or Se) has been developed under mild conditions. Importantly, this reaction was performed in the presence of catalytic iodi

Method for synthesizing 3-selenocyanoindole compound

The invention belongs to the field of organic synthesis, and discloses a method for synthesizing a 3-selenocyanoindole compound. According to the method, elemental selenium and TMS-CN are used as novel selenocyano sources to realize selective selenocyanat

A convenient, transition metal-free synthesis of difluoromethyl selenoethers from organic selenocyanates and TMSCF2H

An efficient and transition metal-free method for the synthesis of aryl or alkyl difluoromethyl selenides (RSeCF2H) from the corresponding selenocyanates (RSeCN) and TMSCF2H/t-BuOK is described. The reaction performed in THF at 0 °C for 24 h or at room temperature for 6 h supplied a series of RSeCF2H in good to high yields. The successful preparation of difluoromethylselenolated sulfadimethoxine derivative and the scaled-up synthesis of 1-benzyl-5-((difluoromethyl)selanyl)indoline, as examples, suggested good practicability of this method. Advantages of the reaction include mild reaction conditions, good functional group tolerance, a wide range of substrates, and high efficiency. This protocol offered a number of novel difluoromethyl selenoethers, which would accelerate use of such compounds in the areas of life science.

A low-cost electrochemical thio- and selenocyanation strategy for electron-rich arenes under catalyst- and oxidant-free conditions

A low-cost and efficient thio- and selenocyanation strategy for electron-rich arenes has been developed under constant-current electrolytic conditions in an undivided cell. This strategy is versatile for various (hetero)aromatic compounds such as indole, pyrrole, aniline and anisole under mild conditions without any catalyst or oxidant. Readily available salts NH4SCN and KSeCN are employed respectively as the sole reagent.

A facile CAN-mediated synthesis of selenocyanates from arylalkenes and heteroarenes

Selenocyanation of styrenes and indoles mediated by cerium(IV) ammonium nitrate (CAN) afforded the corresponding selenocyanates in moderate to good yields. Wiley-VCH Verlag GmbH, 69451 Weinheim, Germany, 2002.