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71.
In order to develop novel spirocyclic tetronic acid lead compounds, a series of new spirocyclic tetronic acid derivatives containing oxime ether moiety was synthesized and bioassayed. The structures of 16 target compounds were characterized by 1H NMR spectra, 13C NMR spectra and high-resolution mass spectrometer(HRMS). Preliminary bioassays indicated that most of the title compounds displayed excellent insecticidal activity against Aphis fabae and Nilaparvata lugens at 100 mg/L. In particular, compound 6k showed the similar activity(LC50=6.87 mg/L) against A. fabae as the spirotetramat(LC50=4.56 mg/L) and had better effects(LC50=1.64 mg/L) against N. lugens in comparison with spirotetramat(LC50=7.90 mg/L). The study showed that compound 6k exhibited more promising and broad-spectrum insecticide activity and may serve as a new insecticidal agent for sucking pests. 相似文献
72.
《Journal of carbohydrate chemistry》2013,32(6-7):417-434
Abstract Methyl 3‐azido‐2,3‐dideoxy‐α/β‐D‐arabino‐ and ‐α/β‐D‐ribo‐hexopyranosides were transformed into 6‐iodo analogues via p‐tolylsulfonyl compounds. Elimination of hydrogen iodide from 6‐iodo glycosides provided methyl 4‐O‐acetyl‐3‐azido‐2,3,6‐trideoxy‐α‐ and ‐β‐D‐threo‐hex‐5‐eno‐pyranosides or 3‐azido‐4‐O‐p‐tolylsulfonyl‐2,3,6‐trideoxy‐α‐D‐threo‐ and ‐β‐D‐erythro‐hex‐5‐eno‐pyranosides. Ferrier's carbocyclization of 4‐O‐acetyl‐3‐azido‐2,3,6‐trideoxy‐α‐ and ‐β‐D‐threo‐hex‐5‐eno‐pyranosides gave (2S,3R,5R)‐2‐acetoxy‐3‐azido‐5‐hydroxycyclohexanone, which was converted into oxime. The 2‐OAc group in oxime was substituted by azide ion to yield (2R,3R,5R)‐2,3‐diazido‐5‐hydroxycyclohexanone oxime. The configuration and conformation of all products are widely discussed on the basis of the 1H and 13C NMR. 相似文献
73.
Mitsuru Kitamura 《Tetrahedron letters》2005,46(14):2373-2376
3,4-Dihydro-2H-pyrroles are synthesized from γ, δ-unsaturated oximes by photochemical radical cyclization with 1,5-dimethoxynaphthalene (DMN) as the sensitizer. The cyclization of alkyl ketone O-acetyloximes proceeds via photosensitized electron transfer in the presence of acetic acid, while conjugated oximes of aryl and α,β-unsaturated ketones are cyclized via energy transfer. 相似文献
74.
O-Alkylation of oximes with N-vinylpyrrolidin-2-one or iV-methyl-N-vinylacetamide was efficiently initiated by a catalytic amount of cerium(IV)ammonium nitrate(CAN), giving the corresponding oxime ether derivatives in good yield. 相似文献
75.
探讨了以无气味且稳定的α-羰基二硫缩烯酮(1)作为代硫醇试剂的肟(2)的硫缩醛/酮化反应. 在乙酰氯-乙醇(体积分数95%)或4-十二烷基苯磺酸(DBSA)-水体系中及回流条件下, 化合物1与肟2能有效地进行硫缩醛/酮化反应. 反应过程中未闻到硫醇的恶臭气味. 相似文献
76.
Paramasivam Parthiban Mannangatty Rani Senthamaraikannan Kabilan 《Monatshefte für Chemie / Chemical Monthly》2009,49(3):287-301
Abstract A series of variously substituted N-methylpiperidin-4-one-O-benzyloximes were synthesized by three different methods. Among them, the direct conversion of 2,6-diarylpiperidin-4-ones
into the corresponding oxime ethers (method A) was proved to be better than the other two methods in the sense of good yield,
convenience, easy work-up and quick reaction time. All the synthesized compounds are characterized by IR, Mass and NMR (1H NMR, 13C NMR, 1H-1H COSY, 1H-13C COSY and HMBC) spectral studies. The conformational preference of the synthesized oxime ethers with/without alkyl and aryl
substituents at C-3/C-5 and C-2/C-6 is discussed using the spectral data. The observed chemical shifts and coupling constants
suggest that the synthesized oxime ethers adopt chair conformation with equatorial orientation of all the substituents, whereas
1-methyl-3-isopropyl-2,6-diphenylpiperidin-4-one-O-benzyloxime also exists in boat conformation. Based on the NMR data, the effects of oximination on ring carbons and their
associated protons and alkyl substituents are discussed. In addition, the effect of NMe group on the 2,6-diarylpiperidin-4-one-O-benzyloximes was also studied.
Graphical abstract
相似文献
77.
He Wang Guodong Tang Xingwei Li 《Angewandte Chemie (Weinheim an der Bergstrasse, Germany)》2015,127(44):13241-13244
Nitrogenation by direct functionalization of C H bonds represents an important strategy for constructing C N bonds. Rhodium(III)‐catalyzed direct amidation of unactivated C(sp3) H bonds is rare, especially under mild reaction conditions. Herein, a broad scope of C(sp3) H bonds are amidated under rhodium catalysis in high efficiency using 3‐substituted 1,4,2‐dioxazol‐5‐ones as the amide source. The protocol broadens the scope of rhodium(III)‐catalyzed C(sp3) H activation chemistry, and is applicable to the late‐stage functionalization of natural products. 相似文献
78.
Raj P. Sharma Paramjit Singh Kuldip K. Bhasin Miguel Quirós Juan M. Salas J. F. Hansen 《Journal of chemical crystallography》1996,26(6):407-412
4-p-Methoxy-phenylimino-3-hydroxyimino-2-pentanone has been synthesized, characterized by elemental analysis. IR, NMR and mass spectroscopies and its structure determined by single crystal X-ray diffraction. It crystallizes in the orthorhombic space group P212121, witha=7.2294(7),b=11.540(1),c=14.670(2) Å. Spectroscopic and X-ray data clearly indicate that the oxime tautomer is present. In the solid state, the geometrical isomer is the EZ, which is also the main species in solution according to NMR data. The two C=N bonds are not conjugated to each other. 相似文献
79.
Study of the Bonding Modes of Di‐2‐pyridyl ketoxime Ligand towards Ruthenium,Rhodium and Iridium Half Sandwich Complexes 下载免费PDF全文
The bonding modes of the ligand di‐2‐pyridyl ketoxime towards half‐sandwich arene ruthenium, Cp*Rh and Cp*Ir complexes were investigated. Di‐2‐pyridyl ketoxime {pyC(py)NOH} react with metal precursor [Cp*IrCl2]2 to give cationic oxime complexes of the general formula [Cp*Ir{pyC(py)NOH}Cl]PF6 ( 1a ) and [Cp*Ir{pyC(py)NOH}Cl]PF6 ( 1b ), for which two coordination isomers were observed by NMR spectroscopy. The molecular structures of the complexes revealed that in the major isomer the oxime nitrogen and one of the pyridine nitrogen atoms are coordinated to the central iridium atom forming a five membered metallocycle, whereas in the minor isomer both the pyridine nitrogen atoms are coordinated to the iridium atom forming a six membered metallacyclic ring. Di‐2‐pyridyl ketoxime react with [(arene)MCl2]2 to form complexes bearing formula [(p‐cymene)Ru{pyC(py)NOH}Cl]PF6 ( 2 ); [(benzene)Ru{pyC(py)NOH}Cl]PF6 ( 3 ), and [Cp*Rh{pyC(py)NOH}Cl]PF6 ( 4 ). In case of complex 3 the ligand coordinates to the metal by using oxime nitrogen and one of the pyridine nitrogen atoms, whereas in complex 4 both the pyridine nitrogen atoms are coordinated to the metal ion. The complexes were fully characterized by spectroscopic techniques. 相似文献
80.
Wu Zhang Aiqun Wu Haitang Xu Yuxing Mo Jie Chen Liqun Shen 《Helvetica chimica acta》2016,99(9):696-703
A succession of new isolongifolenone oxime derivatives have been designed and synthesized. The structures of these compounds were identified by IR, 1H‐NMR, 13C‐NMR, mass spectra, and elemental analysis. The bioassays of antibacterial, antifungal, and insecticidal activity were carried out. The in vitro antibacterial and antifungal activities were evaluated by the disk diffusion method, and the minimum inhibitory concentration was determined by the microdilution method, while the insecticidal activity was tested by the spraying method or the straw impregnation method. The results of bioassays showed that compound 3f was more active in resisting all the tested bacterial and fungal organisms when compared to the standard drug amoxicillin at the lowest concentration of 31.3 μg/ml. Compound 4 , synthesized by Beckmann rearrangement reaction of isolongifone oxime, exerted moderate insecticidal activity against soybean aphid. Furthermore, compound 3m exhibited more activity in killing armyworms than the standard drug flucycloxuron at the concentration of 0.5 mg/l. 相似文献