Jianxin Fang

Synthesis, structure and antibacterial activities of novel ferrocenyl-containing 1-phenyl-3-ferrocenyl-4-triazolyl-5-aryl-dihydropyrazole derivatives

A series of substituted ferrocene-containing propenones have been prepared from acetylferrocene. Subsequently, condensation of these propenones with phenylhydrazine gave desired dihydropyrazole derivatives, which structures have been characterized by spectra data and crystal X-ray diffraction analysis. Their antibacterial activities were screened. The mechanism involving 1,4-addition of phenylhydrazine to these propenones by initial reaction at N-1 to give dihydropyrazole derives and by initial reaction at N-2 to give an intermediate has also been discussed.

Synthesis and Biological Activities of Novel Pyrazole Oxime Derivatives Containing a 2-Chloro-5-thiazolyl Moiety

A series of novel pyrazole oxime derivatives containing a 2-chloro-5-thiazolyl moiety were synthesized. Their structures were confirmed by (1)H NMR, (13)C NMR, and elemental analysis. The preliminary bioassays showed that all of the title compounds had low acaricidal activity against Tetranychus cinnabarinus . However, most of them exhibited excellent insecticidal activity against Aphis medicagini at the dosage of 0.5 mg/mL, and some compounds still showed good insecticidal activity against A. medicagini even at the dosage of 0.2 mg/mL. Meanwhile, some title compounds displayed fungicidal and plant growth regulatory activities.

Biphenyl‐Based Diaminophosphine Oxides as Air‐Stable Preligands for the Nickel‐Catalyzed Kumada–Tamao–Corriu Coupling of Deactivated Aryl Chlorides, Fluorides, and Tosylates

Transition-metal-catalyzed cross-coupling reactions of aryl halides or pseudo-halides with organometallic reagents, such as Grignard reagents, organozinc compounds, boronic acids, organostannanes, and organosiloxanes, are powerful tools for the synthesis of the biaryl motif, which is prevalent in natural products, pharmaceuticals, chiral ligands, liquid crystals, and macromolecular polymers. Over the last decade, transition-metal-catalyzed cross-coupling with aryl chlorides has been elegantly achieved by using well-designed ligands, such as bulky electron-rich tertiary phosphines, N-heterocyclic carbenes (NHCs), secondary phosphine oxides (SPOs), and so on. Relative to the C Cl bonds, the C F bonds are more stable and thus inert. To date, only a few protocols are known for cross-coupling with electronically deactivated aryl fluorides. Despite the rather expensive cost, using aryl fluorides as coupling partners contributes to the fundamental conception of the reactivity of the very stable bonds and is, therefore, of great importance in organometallic chemistry. Herein, we report a new class of readily accessible, air-stable SPOs derived from 1,1’-biphenyl-2,2’-diamine (Scheme 1), which show high reactivity in the nickel-catalyzed cross-coupling of electronically deactivated aryl chlorides and fluorides at room temperature. Recently, great progress in transition-metal-mediated cross-coupling reactions using the commonly unreactive aryl/alkenyl sulfonylates, carbamates, carboxylates, phenolates, and so on, as the coupling substrates has been made. The present SPO ligands are also found to be very effective on activation of the unreactive C O bonds in the aryl tosylates. The reactivity of the complexes generated in situ from these diaminophosphine oxides in the nickel-catalyzed Kumada cross-coupling reaction significantly relates to the substituted manner on the heteroatom adjacent to phosphorus atom (Table 1). With diaminophosphine oxides 1, 2, and 3 as a pre ACHTUNGTRENNUNGli ACHTUNGTRENNUNGgand, although conversion ratios of aryl chloride were obviously improved relative to a control experiment (entry 1, Table 1), up to 15 % of the homocoupling products 4,4’-dimethoxybiphenyl were observed except the desired cross-coupling products (entries 2–4, Table 1). On the contrary, when the sterically congested diaminophosphine

Synthesis and Insecticidal Activity of N-Substituted (1,3-Thiazole)alkyl Sulfoximine Derivatives

The N-substituted alkyl sulfoximine derivatives are a new chemical family of neonicotinoid insecticides. We have designed and synthesized 10 (1,3-thiazole)alkyl sulfoximine derivatives. All compounds were identified by (1)H and (13)C nuclear magnetic resonance (NMR), IR, and elemental analyses. Preliminary bioassays indicated that some title compounds exhibited good insecticidal activities at 10 mg/L against Myzus persicae . The relationship between structure and biological activity was also discussed.

Synthesis and Evaluation of Novel Ferrocenyl Thiazole Derivatives as Anticancer Agents

Novel ferrocenyl‐containing thiazole derivatives have been synthesized from 2‐amino‐4‐ferrocenyl‐5‐(1H‐1,2,4‐triazole‐1‐yl)‐1,3‐thiazole and substituted benzoyl chloride. The structures of these compounds have been characterized by 1H NMR, elemental analysis and X‐ray diffraction analysis. Evaluation of anticancer activities showed that some of them possessed some degree of anticancer activity.

Synthesis and herbicidal activities of 2-cyano-3-benzylaminoacrylates containing thiazole moiety.

Two series of novel 2-cyano-3-benzylaminoacrylates containing long-chain thiazole ring moiety were synthesized as herbicidal inhibitors of photosystem II (PS II) electron transportation. Their structures were confirmed by (1)H NMR and elemental analysis. The bioassay showed that these compounds retain high herbicidal activities and especially compounds 13a and 13h have excellent herbicidal activities.

Synthesis and Biological Activities Evaluation of New 4-(2,4-Difluorophenyl)-N-aryl-5-(1H-1,2,4-triazol-1-yl)thiazol-2-amine

Abstract Fifteen new thiazol-2-amine derivatives containing the 2,4-difluorophenyl unit and 1H-1,2,4-triazole moiety were synthesized. Their structures of all these new compounds have been confirmed by 1H NMR spectra and elemental analysis. The antifungal and plant-growth-regulatory activities of the title compounds are discussed.

1-Methyl-5-phen-oxy-3-trifluoro-methyl-1H-pyrazole-4-carbaldehyde oxime.

In the title compound, C12H10F3N3O2, the dihedral angle between the phenyl and pyrazole rings is 96.6 (3)°. In the crystal, pairs of O—H⋯N hydrogen bonds link the molecules, forming inversion dimers. Weak intermolecular C—H⋯F hydrogen bonds are also observed.

Synthesis and Biological Activity of 1 H -1,2,4-Triazole Alcohol Derivatives

Eight new 1 H -1,2,4-triazole alcohol derivatives containing a ferrocenyl moiety were synthesized. In addition, four unexpected compounds, which are the hydroxyl of the title compounds being methylated by methanol, were obtained. The structures of all these new compounds have been confirmed with 1 H NMR spectra, MS, and elemental analyses. The antifungal and plant growth regulatory activities of these compounds are discussed.

Synthesis and Biological Evaluation of Novel Ferrocene‐Substituted Triadimefon‐ and Triadimenol‐Analogues

To search potent antifungal agents, a series of new ferrocene‐containing analogues of commercial fungicides, namely triadimefon and triadimenol, were synthesized by replacement of the tert‐butyl group of original agents with ferrocene group. These organometallic derivatives were found to be unactive against various fungi, but show promising plant growth regulatory activity.