Elemental Sulfur as Reaction Medium for the Synthesis of Fused Nitrogen Heterocycles by Oxidative Coupling between Cycloalkanones and Nitrogen Nucleophiles

2017 ◽  
Vol 359 (21) ◽  
pp. 3843-3847 ◽  
Author(s):  
Thanh Binh Nguyen ◽  
Pascal Retailleau
Keyword(s):  
Oxidative Coupling ◽  
Elemental Sulfur ◽  
Nitrogen Heterocycles ◽  
Reaction Medium ◽  
Nitrogen Nucleophiles

Efficient and Selective Multicomponent Oxidative Coupling of Two Different Aliphatic Primary Amines into Thioamides by Elemental Sulfur

2012 ◽  
Vol 14 (16) ◽  
pp. 4274-4277 ◽  
Author(s):  
Thanh Binh Nguyen ◽  
Ludmila Ermolenko ◽  
Ali Al-Mourabit
Keyword(s):  
Oxidative Coupling ◽  
Elemental Sulfur ◽  
Primary Amines

Methanol as a Formylating Agent in Nitrogen Heterocycles

2021 ◽  
Author(s):  
Zhengbao Xu ◽  
Lizhi Zhang
Keyword(s):  
Oxidative Coupling ◽  
Nitrogen Heterocycles ◽  
Coupling Process

A radical mediated C-H direct formylation of N-heteroarenes with methanol is reported. The reaction features a novel iron-catalyzed Minisci oxidative coupling process using commercially available methanol as a formylated reagent....

Spectrophotometric Determination of Chlorpromazine Hydrochloride Using 4-Nitroanilline by Oxidative Coupling Reaction

2019 ◽  
Vol 16 (1(Suppl.)) ◽  
pp. 0194
Author(s):  
Al-rashidy Et al.
Keyword(s):  
Oxidative Coupling ◽  
Analytical Data ◽  
Reaction Medium ◽  
Coupling Reaction ◽  
Suggested Method ◽  
Sensitivity Index ◽  
Chlorpromazine Hydrochloride ◽  
Oxidative Coupling Reaction ◽  
Relative Standard

A simple, rapid spectrophotometric method has been established for the determination of chlorpromazine hydrochloride (CPZ) in its pure form and in a tablet formulations. The  suggested  method  is  based  on  the  oxidative coupling  reaction  with4-nitroainlline using KIO3 in acidic solution to produce a violet colored product with maximum absorption at λ=526 nm.The  analytical data  obtained  throughout  this  study  could  be  summarid  as  follows:  1ml of 1M HCl (pH=2.2), 1 ml  of  4-nitroanilline (1x10-2M), and 1.5ml  of (1x10-2)KIO3 per 25 ml reaction medium. The order of additions, coupling reaction time, and temperature in addition to the type of solvent were studied. The Beer′s law is obeyed over the concentration range of(5–40) µg ml-1, but the detection limit and quantification limit are 0.34 besides 1.03 µg ml-1 respectively. The correlation coefficient (r) for the calibration graph was found to be 0.9980, molar absorptivity of 10. 25 × 103 L.mol -1.cm-1, and Sandell′s sensitivity index of 0.03467 µg.cm-2. The precision and accuracy of the method were tested by calculating the percentage of relative standard deviation (RSD%) (<1.831%) and the average recovery percent (99.22%) average error percent Erel%(0.558). Direct and standard addition procedures were applied to both standards and specimens of pharmaceutical and the results indicate that the suggested method was successfully applied for the determination of CPZ.

scholarly journals Saturated oxygen and nitrogen heterocycles via oxidative coupling of alkyltrifluoroborates with alkenols, alkenoic acids and protected alkenylamines

2019 ◽  
Vol 10 (40) ◽  
pp. 9265-9269 ◽  
Author(s):  
Jonathan M. Shikora ◽  
Chanchamnan Um ◽  
Zainab M. Khoder ◽  
Sherry R. Chemler
Keyword(s):  
Oxidative Coupling ◽  
Nitrogen Heterocycles ◽  
Saturated Oxygen

The oxidative coupling of alkyltrifluoroborates with heteroatom-tethered vinylarenes leads to a broad range of saturated oxygen and nitrogen heterocycles.

ChemInform Abstract: Friedel-Crafts Alkylation of Nitrogen Heterocycles Using [Bmim][OTf] as a Catalyst and Reaction Medium.

ChemInform ◽  
2008 ◽  
Vol 39 (43) ◽  
Author(s):  
M. Lakshmi Kantam ◽  
Rajashree Chakravarti ◽  
B. Sreedhar ◽  
Suresh Bhargava
Keyword(s):  
Nitrogen Heterocycles ◽  
Reaction Medium

scholarly journals Oxidative Coupling–Thionation of Amines Mediated by Iron-Based Imidazolium Salts for the Preparation of Thioamides

Synthesis ◽  
2018 ◽  
Vol 50 (15) ◽  
pp. 3031-3040 ◽  
Author(s):  
Isidro Pastor ◽  
Patricia Gisbert
Keyword(s):  
Natural Products ◽  
Microwave Irradiation ◽  
Oxidative Coupling ◽  
Sodium Phosphate ◽  
Elemental Sulfur ◽  
Bond Formation ◽  
Aromatic Rings ◽  
Imidazolium Salt ◽  
Synthetic Intermediates ◽  
Iron Based

An efficient and selective multicomponent oxidative coupling, involving the use of two different amines, sodium phosphate, and elemental sulfur have been described for the preparation of thioamides, employing microwave irradiation. The use of an iron(III)-based imidazolium salt is essential as catalyst. Indeed, the iron-based catalyst is involved in the oxidative coupling of the two amines and in the subsequent C–S bond formation. The protocol is useful for a wide variety of primary benzylamines and alkylamines, as coupling partners. Thus, various electron-rich and electron-poor substituents in the aromatic rings and also fused piperidine derivatives, are suitable starting materials in this reaction. Some of the obtained products are important synthetic intermediates for natural products.

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