Dependence of the conversion of chlorophenols by rhodococci on the number and position of chlorine atoms in the aromatic ring

Microbiology ◽  
2000 ◽  
Vol 69 (1) ◽  
pp. 40-47 ◽  
Author(s):  
Z. I. Finkel’shtein ◽  
B. P. Baskunov ◽  
E. L. Golovlev ◽  
O. V. Moiseeva ◽  
J. Vervoort ◽  
...  
Keyword(s):  
Aromatic Ring ◽  
Chlorine Atoms

13C and 119Sn NMR evidence of the presence and extent of σ-π conjugation in some benzyltin compounds and their complexes

1988 ◽  
Vol 53 (3) ◽  
pp. 571-580 ◽  
Author(s):  
Jaroslav Holeček ◽  
Antonín Lyčka ◽  
Karel Handlíř ◽  
Milan Nádvorník
Keyword(s):  
Nmr Spectroscopy ◽  
Coordination Number ◽  
Aromatic Ring ◽  
Electronic System ◽  
Methyl Groups ◽  
Chlorine Atoms ◽  
Nmr Data ◽  
Relative Extent ◽  
119Sn Nmr

The 13C and 119Sn NMR spectroscopy has been used to study the compounds types (C6H5CH2)4-nSn(CH3)n and (C6H5CH2)4-nSnCln (n = 0 - 3) in media of non-coordinating (deuteriochloroform) and coordinating (hexadeuteriomethyl sulphoxide) solvents. The analysis of the NMR data has confirmed the presence and established the relative extent of participation of the σ-π conjugative connection of the polarized σ(Sn-C) bond with the adjacent π electronic system of the aromatic ring in the Sn-CH2-C6H5 grouping. The extent of σ-π conjugation decreases with decreasing number of methyl groups in the compounds (C6H5CH2)4-nSn(CH3)n and with increasing number of chlorine atoms in the compounds (C6H5CH2)4-nSnCln and with increasing coordination number of the central tin atom in the complexes of the compounds (C6H5CH2)4-nSnCln.x(C2H3)2SO.

scholarly journals Transformation of 2H-1,2,3-benzothiadiazine 1,1-dioxides variously substituted at the aromatic ring, via nucleophilic substitution and demethylation reactions

2020 ◽  
Author(s):  
Imre Gyűjtő ◽  
Márta Porcs-Makkay ◽  
Ernák Ferenc Várda ◽  
Gyöngyvér Pusztai ◽  
Gábor Tóth ◽  
...  
Keyword(s):  
Nucleophilic Substitution ◽  
Functional Groups ◽  
Aromatic Ring ◽  
Methoxy Group ◽  
Medicinal Chemistry ◽  
Building Blocks ◽  
Chlorine Atoms ◽  
New Methods ◽  
Pharmacological Interest

2H‑1,2,3‑Benzothiadiazine 1,1-dioxides are a class of compounds of pharmacological interest. After earlier studies carried out at our laboratory on various transformations (alkylation, acylation, reduction) at the hetero ring, the present manuscript focuses on the transformation of substituents at the aromatic carbocycle, including nucleophilic substitution of chlorine atoms and demethylation of the methoxy group with amines. The new methods described here allow the introduction of versatile functional groups on the aromatic ring, making these compounds useful building blocks for organic and medicinal chemistry applications.

scholarly journals Selective inhibition of p97 by chlorinated analogues of dehydrocurvularin

2016 ◽  
Vol 14 (25) ◽  
pp. 5918-5921 ◽  
Author(s):  
Joseph Tillotson ◽  
Bharat P. Bashyal ◽  
MinJin Kang ◽  
Taoda Shi ◽  
Fabian De La Cruz ◽  
...  
Keyword(s):  
Aromatic Ring ◽  
Selective Inhibition ◽  
Chlorine Atoms ◽  
Covalent Inhibition

Through the addition of chlorine atoms to the aromatic ring of 10(11)-dehydrocurvularin, covalent inhibition was tuned for p97 selectivity relative to the proteasome.

Photoreaction of N-butyl 3,4-dimethoxy-6-nitrobenzamide with butylamine. A model study for lysine-directed photoaffinity labelling

1987 ◽  
Vol 52 (7) ◽  
pp. 1780-1785 ◽  
Author(s):  
Petr Kuzmič ◽  
Libuše Pavlíčková ◽  
Milan Souček
Keyword(s):  
Nitro Group ◽  
Aromatic Ring ◽  
Ultraviolet Irradiation ◽  
Title Compound ◽  
Reductive Coupling ◽  
Photoaffinity Labelling ◽  
Photolysis Rate ◽  
Model Study ◽  
A Minor

Ultraviolet irradiation of the title compound I in the presence of butylamine gave predominantly products of nucleophilic photosubstitution by the amine, i.e., nitroanilines IIa and IIb. Besides, small amounts of products of hydrolysis (phenol III) and reductive coupling (azoxybenzene IV) were also formed. Comparison of the overall photolysis rate of I with that of 3,4-dimethoxy-1-nitrobenzene (V) indicates a minor loss of reactivity, most probably due to some deviation from coplanarity of the activating nitro group and the aromatic ring.

Dirhodium-Catalyzed Chemo- and Site-Selective C–H Amidation of N,N-Dialkylanilines

Synlett ◽  
2020 ◽  
Author(s):  
Yoshihiro Ueda ◽  
Gong Chen ◽  
Kenta Arai ◽  
Kazuhiro Morisaki ◽  
Takeo Kawabata
Keyword(s):  
Nitrogen Atom ◽  
Aromatic Ring ◽  
Methyl Group ◽  
Site Selective

AbstractA method for dirhodium-catalyzed C(sp3)–H amidation of N,N-dimethylanilines was developed. Chemoselective C(sp3)–H amidation of N-methyl group proceeded exclusively in the presence of C(sp2)–H bonds of the electron-rich aromatic ring. Site-selective C(sp3)–H amidation proceeded exclusively at the N-methyl group of N-methyl-N-alkylaniline derivatives with secondary, tertiary, and benzylic C(sp3)–H bonds α to a nitrogen atom.

scholarly journals Oxidation Reactions of Marchantin A Trimethyl Ether and Some Aromatic Compounds using m-Chloroperbenzoic Acid. Formation of Muconic Acid Ester and m-Chlorobenzoate

1999 ◽  
Vol 23 (8) ◽  
pp. 470-471
Author(s):  
Motoo Tori ◽  
Masakazu Sono ◽  
Keiko Takikawa ◽  
Reiko Matsuda ◽  
Masao Toyota ◽  
...  
Keyword(s):  
Aromatic Ring ◽  
Methyl Ether ◽  
Aromatic Compounds ◽  
Acid Ester ◽  
Acid Formation ◽  
Oxidation Reactions ◽  
Muconic Acid ◽  
Trimethyl Ether

On treatment with m-chloroperbenzoic acid, dihydroeugenol methyl ether and marchantin A trimethyl ether afford muconic acid ester derivatives by oxidation of the aromatic ring as well as hydroxylated derivatives; the m-chlorobenzoate of the dihydroeugenol derivative is also observed for the former.

scholarly journals Dihydroquinolines, Dihydronaphthyridines and Quinolones by Domino Reactions of Morita-Baylis-Hillman Acetates

Molecules ◽  
2021 ◽  
Vol 26 (4) ◽  
pp. 890
Author(s):  
Joel K. Annor-Gyamfi ◽  
Ebenezer Ametsetor ◽  
Kevin Meraz ◽  
Richard A. Bunce
Keyword(s):  
Aromatic Ring ◽  
Aromatic Amines ◽  
Control Experiment ◽  
Ring Closure ◽  
Domino Reaction ◽  
Side Chain ◽  
Initial Reaction ◽  
Dual Reactivity ◽  
Michael Acceptor ◽  
Nitrogen Nucleophile

An efficient synthetic route to highly substituted dihydroquinolines and dihydronaphthyridines has been developed using a domino reaction of Morita-Baylis-Hillman (MBH) acetates with primary aliphatic and aromatic amines in DMF at 50–90 °C. The MBH substrates incorporate a side chain acetate positioned adjacent to an acrylate or acrylonitrile aza-Michael acceptor as well as an aromatic ring activated toward SNAr ring closure. A control experiment established that the initial reaction was an SN2′-type displacement of the side chain acetate by the amine to generate the alkene product with the added nitrogen nucleophile positioned trans to the SNAr aromatic ring acceptor. Thus, equilibration of the initial alkene geometry is required prior to cyclization. A further double bond migration was observed for several reactions targeting dihydronaphthyridines from substrates with a side chain acrylonitrile moiety. MBH acetates incorporating a 2,5-difluorophenyl moiety were found to have dual reactivity in these annulations. In the absence of O2, the expected dihydroquinolines were formed, while in the presence of O2, quinolones were produced. All of the products were isolated in good to excellent yields (72–93%). Numerous cases (42) are reported, and mechanisms are discussed.

Sign in / Sign up

Export Citation Format

Share Document