scholarly journals 1-Tosyl-6-vinyl-4,5,6,7-tetrahydro-1H-benzo [d] imidazole-2-amine

Molbank ◽  
10.3390/m1262 ◽  
2021 ◽  
Vol 2021 (3) ◽  
pp. M1262
Author(s):  
Fiach B. Meany ◽  
Sarah O’Rourke ◽  
Paul V. Murphy
Keyword(s):  
Natural Products ◽  
Nmr Spectroscopy ◽  
1H Nmr ◽  
13C Nmr ◽  
Title Compound ◽  
Ring Opening ◽  
13C Nmr Spectroscopy ◽  
Amino Alcohols ◽  
Epoxide Ring ◽  
Epoxide Ring Opening

The alkene functionalised 2-aminobenzimidazole ring found in terrazoanthine natural products was synthesized in 3 steps from 1,2-epoxy-4-vinylcyclohexane via epoxide ring opening with toluenesulphonamide yielding 2 regioisomeric, separable amino alcohols. One isomer was oxidized to the corresponding ketone and subsequently condensed with cyanamide to furnish the title compound, which was characterized by 1H-NMR and 13C-NMR spectroscopy.

Active Copper Catalyzed Regioselective Ring Opening of Epoxides by Heterocyclic Amines: An Efficient Protocol for Synthesis of β-Amino Alcohols

2019 ◽  
Vol 4 (3) ◽  
pp. 194-199
Author(s):  
Santosh S. Devkate ◽  
Arvind S. Burungale ◽  
Ashok S. Pise ◽  
Sunil D. Jadhav
Keyword(s):  
Natural Products ◽  
Carbon Atom ◽  
Ring Opening ◽  
Amino Alcohols ◽  
Heterocyclic Amines ◽  
Epoxide Ring ◽  
Epoxide Ring Opening ◽  
Ring Opening Of Epoxide ◽  
Ring Opening Of Epoxides

The regioselective epoxide ring opening at less substituted carbon atom of epoxide were reported by nucleophiles like heterocyclic amines which gives well known 1,2-difunctionalized amino alcohols. These are present in many synthetic as well as natural products. The ring opening of epoxide is achieved by cleavage with amines in presence of copper(0) as a catalyst. It is observed that the lithium napthalenide reduction of copper(I) produces a highly reactive form of copper(0) that acts as a catalyst for ring opening of epoxides with an amine.

scholarly journals Secondary metabolites of three endemic Centaurea L. species

2014 ◽  
Vol 79 (11) ◽  
pp. 1355-1362 ◽  
Author(s):  
Vele Tesevic ◽  
Ivana Aljancic ◽  
Slobodan Milosavljevic ◽  
Vlatka Vajs ◽  
Iris Djordjevic ◽  
...  
Keyword(s):  
Quantitative Analysis ◽  
Nmr Spectroscopy ◽  
Secondary Metabolites ◽  
Sesquiterpene Lactone ◽  
1H Nmr ◽  
13C Nmr ◽  
1H Nmr Spectroscopy ◽  
13C Nmr Spectroscopy ◽  
Esi Ms ◽  
Aerial Parts

The aerial parts of three endemic Centaurea L. species, namely C. tomorosii Micevski, C. soskae Hayek and C. galicicae Micevski, afforded sesquiterpene lactone cnicin (1) and seven flavonoids: apigenin (2), isokaempferide (3), hispidulin (4), eupatorin (5), cirsimaritin (6), santaflavone (7) and salvigenin (8). The structures of the isolated compounds were determined by UV, 1H NMR and 13C NMR spectroscopy and HR-ESI-MS spectrometry. 1H NMR spectroscopy was used as a method for quantitative analysis of sesquiterpene lactone cnicin.

Ring Opening Polymerization of ε-Caprolactone Catalyzed with Magnesium Lactate

2009 ◽  
Vol 610-613 ◽  
pp. 1208-1210 ◽  
Author(s):  
Lian Liu ◽  
Zhi Yong Wei ◽  
Pei Wang ◽  
Min Qi
Keyword(s):  
Nmr Spectroscopy ◽  
Reaction Temperature ◽  
13C Nmr ◽  
Ring Opening ◽  
Synthesis Method ◽  
13C Nmr Spectroscopy ◽  
Ring Opening Polymerization ◽  
Moderate Activity ◽  
Lactide Copolymers

The aim of this paper is to present a synthesis method of poly(ε-caprolactone) by the ring opening polymerization of ε-caprolactone catalyzed with nontoxic magnesium lactate. The results indicated that Mg(Lac)2 is a catalyst with moderate activity for the polymerization of ε-caprolactone. Effects of the catalyst and reaction temperatures on the microstructure of the ε-caprolactone and L-lactide copolymers were investigated by means of 13C-NMR spectroscopy. An increase in the reaction temperature enhances the role of transesterification and the extent of randomness.

scholarly journals Enantiodifferentiation by 1H and 13C NMR Spectroscopy (Dirhodium Method) – Selectivity of Oxygen Functionalities

2008 ◽  
Vol 3 (3) ◽  
pp. 1934578X0800300
Author(s):  
Edison Díaz Gómez ◽  
Sándor Antus ◽  
Renáta Ferenczi ◽  
Barbara Rys ◽  
Anna Stankiewicz ◽  
...  
Keyword(s):  
Natural Products ◽  
Nmr Spectroscopy ◽  
13C Nmr ◽  
Density Functional Calculations ◽  
Carbonyl Compounds ◽  
Density Functional ◽  
13C Nmr Spectroscopy ◽  
1H And 13C Nmr ◽  
Chiral Carbonyl Compounds ◽  
Oxygen Atoms

Chiral carbonyl compounds can easily be enantiodifferentiated by the dirhodium method. The rhodium atoms reveal a remarkable selectivity in binding to oxygen atoms, which is of great advantage for discriminating chiral polyoxygenated natural products. Amides are the strongest ligands followed by ketones and esters; ethers and alcohols/phenols are even less effective. This sequence is rationalized by electronic charges at the oxygen atoms, as obtained from density functional calculations.

New Heterocyclic Compounds from 1,2,4-triazoles Class with Potential Cytotoxic Activity

2017 ◽  
Vol 68 (11) ◽  
pp. 2503-2508 ◽  
Author(s):  
Laura Ileana Socea ◽  
Stefania Felicia Barbuceanu ◽  
Bogdan Socea ◽  
Constantin Draghici ◽  
Theodora Venera Apostol ◽  
...  
Keyword(s):  
Nmr Spectroscopy ◽  
Cytotoxic Activity ◽  
Spectral Data ◽  
1H Nmr ◽  
Elemental Analysis ◽  
13C Nmr ◽  
Heterocyclic Compounds ◽  
Cytotoxic Effect ◽  
13C Nmr Spectroscopy ◽  
New Compounds

Acylhydrazinecarbothioamides (2a,b) were synthesized by addition of 2-(5H-dibenzo[a,d][7]annulen-5-yl)acetohydrazide to different isothiocyanates. The new 1,2,4-triazol-3-thioles (3a,b) were synthesized by cyclization of new 2- acylhydrazinecarbothioamides (3a,b) in basic media. Alkylation of 1,2,4-triazole-3-thiols (3a-c) with ethyl bromide gave only S-substituted derivatives (4a-c). The structures of the synthesized compounds have been established on spectral data (IR, 1H-NMR and 13C-NMR spectroscopy) and elemental analysis. The cytotoxic effect of new compounds was evaluated using two alternative models on plant and invertebrate organisms.

scholarly journals Synthetic and biosynthetic methods for selective cyclisations of 4,5-epoxy alcohols to tetrahydropyrans

2022 ◽  
Author(s):  
James I. Bowen ◽  
Luoyi Wang ◽  
Matthew P. Crump ◽  
Christine L. Willis
Keyword(s):  
Natural Products ◽  
Ring Opening ◽  
Epoxide Ring ◽  
Biosynthetic Pathways ◽  
Epoxide Ring Opening ◽  
Epoxy Alcohols

In this review, methods for the selective intramolecular epoxide ring opening (IERO) of 4,5-epoxy-alcohols are discussed as well as biosynthetic pathways to tetrahydropyran-containing natural products which utilise IERO reactions.

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