The direct synthesis of C(CF3)Me2-substituted heteroarenes by decarboxylative 1,1-dimethyltrifluoroethylation with 3,3,3-trifluoro-2,2-dimethylpropanoic acid is reported. This method does not need the transition-metal catalyst, and base crucial for this reaction. A series previously unknown C(CF3)Me2-containing were obtained in high yields have potential applications drug discovery process.

N-CF3 compounds constitute valuable targets in medicinal chemistry. Extensive studies have been reported for the preparation of through fluorination and trifluoromethylation N-containing compounds. The development new synthetic methods from abundant easily available substrates is highly desirable but still challenging. Herein, we report design synthesis novel N-Cbz- N-Boc-N-trifluoromethyl hydroxylamine reagents by silver-mediated oxidative trifluoromethylation. These successfully applied to...

Energetic salts based on the 4-amino-3,5-dinitropyrazolate anion and selected nitrogen-rich cations were prepared in high yield by neutralization or metathesis reactions. Their key properties of resulting energetic salts, such as melting point, thermal stability (169–303 °C), density (1.54–1.84 g cm−3), impact sensitivity (>60 J), heat formation, detonation pressure (20.99–32.55 GPa) velocity (7712–8751 m s−1), measured calculated. As highly insensitive materials, 9 (32.55 GPa, 8743 s−1) 11...

Abstract A tunable and practical synthesis of electrophilic sulfenylating reagents, thiosulfonates disulfides, from inexpensive easily available sulfonyl chlorides, has been developed. By appropriate choice solvents, the reaction chlorides tetrabutylammonium iodide gave target products in good to excellent yields, respectively. These transformations probably proceed through a reducing–coupling pathway. magnified image

Highly dense nitrogen-rich ionic compounds are potential high-performance energetic materials for use in military and industrial venues. Guanazinium salts with promising anions a family of based on cations the 6-nitroamino-2,4-diazido[1,3,5]triazine anion (NADAT) were prepared fully characterized by elemental analysis, IR spectroscopy, (1)H NMR (13)C differential scanning calorimetry (DSC). The crystal structures neutral NADAT (2) its biguanidinium salt 5 determined single-crystal X-ray...

Abstract 1‐Nitroamino‐1,2,3‐triazole ( 5 ) was synthesized and its zwitterionic structure established using single‐crystal X‐ray diffraction. The calculated detonation properties for 4‐nitroamino‐1,2,4‐triazole 2 P = 33.4 GPa, vD 8793 m/s) 1‐nitroamino‐1,2,3‐triazole 33.0 8743 are comparable with RDX. A new family of energetic salts 7 – 21 based on either the 1‐nitroamino‐1,2,3‐triazolate or 4‐nitroamino‐1,2,4‐triazolate anion were prepared characterized by vibrational spectroscopy (IR),...

The oxidative trifluoromethylthiolation of 2,3-allenoic acids with AgSCF3 in the presence (NH4)2S2O8 and catalytic copper salt was investigated. A series 4-aryl-2,3-allenoic underwent radical trifluoromethylthiolation/intramolecular cyclization to afford β-trifluoromethylthiolated butenolides, which were conveniently transformed into trifluoromethylthiolated furan derivatives. In contrast, 2-monosubstituted converted corresponding 3,4-bis(trifluoromethylthio)but-2-enoic-acids under similar...

A copper-catalyzed chemo- and stereoselective oxidative bis-trifluoromethylthiolation of propiolic acid derivatives was achieved by using carboxylic as the activating group formic a cosolvent. The reaction AgSCF3 in presence (NH4)2S2O8 catalytic Cu(OAc)2 MeCN/HCO2H afforded bis-trifluoromethylthiolated acrylic acids moderate to excellent yields with E selectivity. Further derivatization resultant products gave series polysubstituted SCF3-containing alkenes.

A trifluoromethylthiolation initiated aryl migration of alkynoates was disclosed. This protocol employs AgSCF3 as the SCF3 source and MeCN both solvent hydrogen source. provides a new access to trifluoromethylthiolated alkenes from readily available substrates reagents.

Modification of the molecular packing nonfullerene acceptors through fluorination represents one most promising strategies to achieve highly efficient organic solar cells (OSCs). In this work, three nonfused electron acceptors, namely, DTCBT-Fx (x = 0, 5, 9) with precisely controlled amounts fluorine atoms in side chains are designed and synthesized, effect chain is systematically studied. The results demonstrate that light absorption, energy levels, ordering, film morphology could be...

Energetic ionic liquids based on anionic lanthanide nitrate complexes Cat(+) (3)[Ln(NO(3))(6)](3-), where is guanidinium, 4-aminotriazolium, 4-amino-1-methyltriazolium, 4-amino-1-ethyltriazolium, 4-amino-1-butyltriazolium, 1,5-diaminotetrazolium, and 1,5-diamino-4-methyltetrazolium, were prepared. The hexanitratolanthanate (-cerate) salts with the last two cations, which are first CO-balanced energetic that stable to hydrolysis air, have impact sensitivities of about 27 J. These obtained by...

Abstract An improved method for the efficient copper‐mediated trifluoromethylation of terminal alkynes has been developed. This protocol highlights convenient access to a variety aryl‐substituted trifluoromethylated by oxidative with two equivalents TMSCF 3 at room temperature.

A tunable decarboxylative trifluoromethylthiolation of cinnamic acids with AgSCF3 was developed to afford trifluoromethylthiolated alkenes or ketones by using transition metal-mediated conditions.

“No Catalyst is Better” confirmed in the hydroxylperfluoroalkylation of styrenes with perfluoroalkyl iodides under irradiation by visible light.

The oxidative C–H aryloxydifluoromethylation and arylthiodifluoromethylation of heteroaromatic compounds through the decarboxylation easily accessible aryloxydifluoroacetic acids arylthiodifluoroacetic acids, respectively, are disclosed. These reactions promoted by combination catalytic AgNO3 Selectfluor or K2S2O8 to give ArOCF2- ArSCF2-substituted in moderate high yields.

A photoredox-catalyzed three-component radical cascade reaction of alkenes, quinoxalin-2(1 H )-ones, and ICH 2 CF 3 /ICH is developed.

Abstract New energetic nitroformate salts that contain high‐nitrogen cations were synthesized by taking advantage of the relatively high acidity nitroform. All new have been characterized elemental, spectral, and thermal analyses. Single‐crystal X‐ray analysis 2 shows it is a co‐crystal neutral 4‐amino‐1,2,4‐triazole molecule with 4‐amino‐1,2,4‐triazolium ion pair. The presence appears to lend stability salt. structure 3,6‐diguanidino‐1,2,4,5‐tetrazinium ( 10 ) was also confirmed...

Syntheses of salts with 4,6-bis(nitroimino)-1,3,5-triazinan-2-one (DNAM), 3,5-dinitro-1,2,4-cyclopentanetrione (DDCP), 3-nitroiminotriazolate, and 5-nitroiminotetrazolate as anions yielded moderately dense nitro-containing energetic that are thermally stable to >200 degrees C (measured by thermogravimetric analysis). Di(aminoguanidine) (8) crystallizes in the monoclinic space group P2(1)/c an essentially planar dianion. Based on experimental calculated densities, theoretical calculations...