Syntheses and Biological Activities of Novel Benzotriazole Compounds Containing a Thioamide Group

（E） -2- （ 1H-Benzo [ d ] [ 1,2,3 ] trlazol-1-yl） -3- （4-chlorophenyl） -3 -hydroxy-N-phenylprop-2 -enethioamide （ compound 1 ） and （E） -2- （ 1H-benzo [ d ] [ 1,2,3 ] trlazol-1-yl ） -3 -hydroxy-N, 3 -diphenylprop-2-enethioamide （ compound 2） were synthesized and their structures were confirmed by means of IR, MS, ^1H NMR, and elemental analysis. The structure of compound 1 was determined with single-crystal X-ray diffraction analysis. The results of the biological test show that the two compounds have a certain antifungal activity.

Synthesis of Enamines via the Cross-coupling of Thioamides and Diarylketones Promoted by the Sm/SmI_(2)Mixed Reagent

Enamines, promoted by the samarium/samarium diiodide mixed reagent, were synthesized via the cross-coupling of thioamides and diarylketones in good yields.

Preparation of α-Bromoketones and Thiazoles from Ketones with NBS and Thioamides in Ionic Liquids

Ketones smoothly reacted with NBS in the presence of a catalytic amount of ptoluenesulfonic acid to give α-bromoketones in good yields in typical ionic liquids, such as [bmim]PF6 and [bmpy]Tf2N, and the ionic liquids could be repeatedly used for the same reaction after the extraction of the α-bromoketones. Then, the one-pot conversion of ketones into thiazoles by the treatment with NBS, and subsequently with thioamides could be also carried out in [bmim]PF6 and [bmpy]Tf2N, respectively Thus, [bmim]PF6 and [bmpy]Tf2N could be used as recyclable reaction media for the preparation α-bromoketones and thiazoles from ketones.

Dehydrosulfurization of Aromatic Thioamides to Nitriles Using Indium(III) Triflate

The efficient dehydrosulfurization of thioamides to nitriles was carried out using indium(III) triflate as a catalyst. Based on the results of the initial study, the optimal reaction conditions required 5 mol% of indium(III) triflate with toluene as the practical solvent. Various thioamides were successfully converted to nitriles in high yields.

Reductive Desulfurization of Thioamides to Amines by Catalytic Hydrogen Transfer Reaction

Introduction Reductive desulfurization of thioamides to amines is one of the methods to prepare amines and is generally achieved by a) Zn in acid, b) sodium or aluminum amal- gams, c) lithium alumminium hydride, d) Raney Ni and e) electrolytic reduction. These methods are not very convenient to be operated and some need more complex instrument. Here is reported the reductive desulfurization of thioamides to amines by catalytic hydrogen transfer reaction(CHT).

Facile Synthesis of Thioamides via P2Ss-Mediated Beckmann Rearrangement of Oximes

A facile and efficient approach to the synthesis of secondary thioamides from ketoximes via Beckmann rearrangement has been established, using phosphorus pentasulfide as a dehydrating and thiating agent. It is also efficient for the preparation of primary thiobenzamide from benzaldoxime. This approach features simple-operation, easy-control and good to excellent yields.

Synthesis and Characterization of Antimony（III） Complexes of Thioamides, and Crystal Structure of {[Sb（Imt）2Cl2]2（u2-lmt）}Cl2 （Imt=Imidazolidine-2-thione）

Antimony（III） complexes of thioamides [thioamides=thiourea （Tu）, N,N＇dimethylthiourea （Dmtu）, tetramethylthiourea （Tmtu）, imidazolidine-2-thione （Imt） and diazinane-2-thione （Diaz）] with the general formulae, Sb（thione）nCl3 （n= 1, 2, 2.5, 3） were prepared and characterized by elemental analysis, IR and NMR （1H, 13C） spectroscopic methods. The spectral data of the complexes are consistent with the coordination of the thiones to antimony（III）. The crystal structure of one of them, {[Sb（Imt）2Cl2]2（u2-Imt）}Cl2 （1）, was determined by X-ray crystallography, which shows that the complex is dinuclear consisting of two [Sb（Imt）2Cl2] units bridged by an Imt molecule. In 1, the antimony atom is bonded to two chlorine atoms, two sulfur atoms of coordinated Imt molecules and one sulfur atom of a bridging Imt molecule. The antimony environment can be considered to be distorted octahedral with one Cl- ion weakly bound to antimony.

Green synthesis of 1,2,4-thiadizoles from thioamides in water using molecular oxygen as an oxidant

We present here an efficient green process for the synthesis of 1,2,4-thiadiazoles via iodine-catalyzed,oxidative dimerization of thioamides in water using molecular oxygen as a terminal oxidant. Under the optimized reaction conditions, aryl thioamides produced 3,5-diaryl-1,2,4-thiadiazoles in good to excellent yields. Alkyl thioamides and substituted thioureas could also provide corresponding 1,2,4-thiadiazole products.

Synthesis, Structure and Biological Activities of 2-(4-Methoxybenzoyl)-N-phenyl- 2-(1,2,4-triazol-1-yl)thioacetamide

The title compound, 2-(methoxybenzoyl)-N-phenyl-2-(1,2,4-triazol-1-yl)thioacetamide was synthesized by several reactions from 4-methoxyacetophenone, triazole and phenyl isothiocyanate. The structure was identified by elemental analysis, ~ 1H NMR, MS and IR. The single crystal structure of 2-(methoxybenzoyl)-N-phenyl-2-(1,2,4-triazol-1-yl)thioacetamide was determined with X-ray diffraction. The preliminary bioassays show that the title compound exhibits weak antifungal activities and plant-growth regulatory activity.

Synthesis and Crystal Structure of 3-Benzoyl-7,7-dimethyl-4-phenyl-2-phenylamino-4,6,7,8-tetrahydro-chromen-5-one

The title compound （C30H27NO3） was synthesized via a one-pot procedure starting from fl-benzoylthioacetanilide, benzaldehyde and 5,5-dimethyl-1,3-cyclohexanedione, and its structure was determined by single-crystal X-ray diffraction analysis. The crystal belongs to triclinic system, space group PI, with a = 6.325（2）, b = 11.243（3）, c = 17.553（4） A, a = 87.306（4）, β = 80.822（4）, γ = 77.798（4）°, V= 1204.2（5） A^3, Z = 2, Mr= 449.53, Dc= 1.240 g/cm^3, p = 0.080 mm^-1, F（000） = 476, the final R = 0.0459 and wR = 0.0970 for 2301 observed reflections with I 〉 2σ（I）.

Discovery and biosynthesis of thioviridamide-like compounds

Thioviridamide-like compounds are a unique subfamily of ribosomally synthesized and post-translationally modified peptides and contain characteristic thioamide bonds and S-[(Z)-2-aminovinyI]-Dcysteine(AviCys). Members of this family are active against a number of cancer cell lines. The distribution, biosynthetic machinery and the mode of action of thioviridamide-like compounds remain largely unknown. In this review, we outlined recent advances in the discovery of thioviridamide-like peptide natural products and the effort in the elucidation of their biosynthetic origin.

Dehydrative Beckmann rearrangement and the following cascade reactions

The Beckmann rearrangement has been predominantly studied for the synthesis of amide and lactam.By strategically using the in situ generated Appel’s salt or Mitsunobu’s zwitterionic adduct as the de-hydrating agent,a series of Beckmann rearrangement and following cascade reactions have been devel-oped herein.The protocol allows the conversion of various ketoximes into amide,thioamide,tetrazole and imide products in modular procedures.The generality and tolerance of functionalities of this method have been demonstrated.

Organocatalytic Domino Michael/cyclization for the synthesis of highly substituted 4, 5-dihydrothiophenes

Based on an umpolung strategy, a series of novel full substituted, optically active dihydrothiophenes, which contain several functional groups, such as amine, ester and oxime groups, were obtained via an efficient organocatalytic asymmetric a formal thio[3 ＋ 2]-cyclization of acyclic thioamides with （E）- α-nitrostyrenes.