Fluorination-triggered tandem cyclization of styrene-type carboxylic acids to access 3-aryl isocoumarin derivatives under microwave irradiation.

A practical and straightforward synthetic route through a fluorination-triggered tandem cyclization of styrene-type carboxylic acids was developed to construct a variety of 4-fluoro-3-aryl-3,4-dihydroisocoumarins and 3-arylisocoumarins under microwave irradiation. This novel protocol features mild reaction conditions and operational simplicity, with good yields.

Acid/base- and base/acid-switchable complexation between anionic-/cationic-pillar[6]arenes and a viologen ditosylate salt.

Two new host-guest complexes between water-soluble anionic pillar[6]arene (WP6) or cationic pillar[6]arene (CP6) and a viologen ditosylate salt G·2TsO were constructed, among which one formed from WP6 and G2+ ions can be controlled by the sequential addition of an acid and a base (HCl and NaOH, respectively), whereas the other fabricated from CP6 and TsO- ions can be switched through the sequential addition of basic and acidic reagents (NaOH and HCl, respectively).

Nickel-catalysed radical tandem cyclisation/arylation: practical synthesis of 4-benzyl-3,3-difluoro-γ-lactams.

Enabled by nickel catalysis, a practical access to the synthesis of 4-benzyl-3,3-difluoro-γ-lactams has been developed via radical tandem cyclisation/arylation. This method features a nickel catalyst, high reaction efficiency, and good substrate tolerance and scope. This protocol proceeds through an intramolecular radical addition to form a primary alkyl radical followed by intermolecular Suzuki-type coupling.

Copper-catalysed difluoroalkylation of aromatic aldehydes via a decarboxylation/aldol reaction.

A copper-catalysed tandem decarboxylation/aldol reaction of simple aromatic aldehydes with 2,2-difluoro-3-oxo-3-arylpropanoic acid has been developed under mild conditions. This method provides a new route for the direct one-pot synthesis of difluorinated aldols in moderate to good yields from simple substrates.

A polar-embedded C30 stationary phase: preparation and evaluation.

A novel polar-embedded C30 stationary phase has been synthesized and characterized. The polar carbamate group was generated homogeneously in situ by the catalytic reaction between isocyanate and primary alcohol. The simple one-pot synthetic strategy provided an efficient and effective strategy for modification of silica spheres. Efficiency, selectivity and silanol activity of the resulting column were characterized in detail with different classes of analytes that included Standard Reference Materials (SRM) 870, SRM 869b and SRM 1647e, alkylbenzene congeners, as well as polar-substituted aromatics. The polar-embedded C30 stationary phase was found to exhibit excellent shape selectivity.

Silver catalysed decarboxylative alkylation and acylation of pyrimidines in aqueous media.

Decarboxylative alkylation or acylation reactions of simple pyrimidines have been developed in aqueous media. Using aliphatic carboxylic acids or 2-oxocarboxylic acids and pyrimidines as substrates and silver as the catalyst, the 4-substituted alkyl or acyl pyrimidines were isolated in moderate to good yields.

Silver-catalyzed radical tandem cyclization: an approach to direct synthesis of 3-acyl-4-arylquinolin-2(1H)-ones.

A silver-catalyzed efficient and practical synthesis of 3-acyl-4-arylquinolin-2(1H)-ones or 3-acyl-4-aryldihydroquinolin-2(1H)-ones through intermolecular radical addition/cyclization in aqueous solution is reported. This method provides a novel, highly efficient, and straightforward route to substituted quinolin-2-ones or 3,4-dihydroquinolin-2-ones in one step. A possible mechanism for the formation of quinolin-2-ones is proposed.

Peroxides as "switches" of dialkyl H-phosphonate: two mild and metal-free methods for preparation of 2-acylbenzothiazoles and dialkyl benzothiazol-2-ylphosphonates.

Two mild and metal-free methods for the preparation of two kinds of important benzothiazole derivatives, 2-acylbenzothiazoles and dialkyl benzothiazol-2-ylphosphonates, respectively, were developed. The dialkyl H-phosphonate (RO)2P(O)H exists in equilibrium with its tautomer dialkyl phosphite (RO)2POH. TBHP triggered α-carbon-centered phosphite radical formation, whereas DTBP triggered phosphorus-centered phosphonate radical formation. The two types of radicals led respectively to two different reaction processes, the direct C2-acylation of benzothiazoles and C2-phosphonation of benzothiazoles.

Silver-catalyzed radical tandem cyclization for the synthesis of 3,4-disubstituted dihydroquinolin-2(1H)-ones.

A silver-catalyzed tandem decarboxylative radical addition/cyclization of N-arylcinnamamides with aliphatic carboxylic acids is reported. This method affords a novel and straightforward route to various 3,4-disubstituted dihydroquinolin-2(1H)-ones in aqueous solution.

2-[2-(5-Bromo-thio-phen-2-yl)-4,5-diphenyl-1H-imidazol-1-yl]-3-phenyl-propan-1-ol.

In the title compound, C28H23BrN2OS, the dihedral angles formed by the imidazole ring with the 5-bromo-thio-phenyl and phenyl rings are 76.90 (8), 34.02 (10) and 80.93 (11)°, respectively. The chiral centre maintains the S configuration of the l-phenyl-alaninol starting material. In the crystal, mol-ecules are linked by O-H⋯N hydrogen bonds, forming chains running parallel to the a-axis direction.

nBu4NI-catalyzed direct synthesis of α-ketoamides from aryl methyl ketones with dialkylformamides in water using TBHP as oxidant.

A novel and easy practical direct synthesis of α-ketoamides has been developed without metals in water. This procedure was catalyzed by nBu(4)NI using TBHP as oxidant from simple substrates, aryl methyl ketones and dialkylformamides.

Synthetic oligodeoxynucleotide purification by polymerization of failure sequences.

Synthetic oligodeoxynucleotide is purified by capping failure sequences with an acrylated phosphoramidite followed by polymerization and product extraction. The method is suitable for large scale oligonucleotide drug purification.

Studies on the thermal decomposition process and kinetics of purine drugs.

AIM: To study the thermal stability, decomposition process and kinetics of such purine pharmaceuticals as aciclovir (Acv), penciclovir (Pcv), and their parent substance, guanine. METHODS: Using infrared technique, accelerating test method and thermogravimetry to investigate the thermal decomposition processes and using Coast-Redfern method, MKN method and Ozawa method to deal with the data to get kinetic functions. RESULTS: The decomposition process and the formed products were derived, the kinetic model function was suggested by comparison of the kinetic parameters. CONCLUSION: Pcv and Acv's degrading product for the first step is guanine. The sequences of their thermal stabilities is: Pcv > Acv. The two drugs' kinetic equation of thermal decomposition is expressed as: da/dt = Ae-Ea/RT2(1-alpha)3/2.