scholarly journals Iodine-mediated electrocatalysis assist Annulation/cyclization via Intramolecular Benzylic C–H Amination: Batch vs Flow Electrochemistry

2021 ◽  
Author(s):  
Nisar Ahmed ◽  
Guilherme. M. Martins
Keyword(s):  
Natural Products ◽  
Heterocyclic Compounds ◽  
Bond Formation ◽  
Environmentally Friendly ◽  
Molecular Iodine ◽  
Cyclization Product ◽  
Direct Amination ◽  
Flow Microreactor ◽  
Vital Interest

The access of heterocyclic compounds via direct amination of C-H bonds are of vital interest because of their role in pharmaceutical and natural products. The combination of molecular iodine and electricity activates benzylic C-H bond and facilitates the amination process via intramolecular C-N bond formation. Iodine works as a mediator for the formation of C-N bond via activation of a distance C-H bond through intermediate N-I bond under electrochemical conditions, so iodine can be called electrocatalyst. Under both batch & flow electrochemistry conditions, similar results were obtained in cyclization product with 77 & 78% yields respectively. However, in case of annulation reaction higher yield was obtained with 99% conversion under flow electrochemical conditions using our design of home-made flow microreactor. In both electrochemical transformations, cyclization as well as annulation reaction, no photocatalyst was used. Notably, flow reactions work under safe & environmentally friendly conditions, and continuous products are obtained.

Reactions Involving Aryl Methyl Ketone and Molecular Iodine: A Powerful Tool in the One-Pot Synthesis of Heterocycles

2021 ◽  
Author(s):  
Saideh Rajai-Daryasarei ◽  
Mohammad Hossein Gohari ◽  
Narges Mohammadi
Keyword(s):  
Organic Chemistry ◽  
Natural Products ◽  
Heterocyclic Compounds ◽  
Methyl Ketone ◽  
Molecular Iodine ◽  
Bioactive Molecules ◽  
One Pot ◽  
Material Sciences ◽  
The One ◽  
Aryl Methyl

The preparation of heterocyclic compounds has attracted great attention in organic chemistry because of their extensive presence in bioactive molecules, material sciences, and natural products. Accordingly, the straightforward design and...

Formation of Carbon-Oxygen Bond Mediated by Hypervalent Iodine Reagents Under Metal-free Conditions

2020 ◽  
Vol 17 ◽  
Author(s):  
Ayesha Jalil ◽  
Yaxin O Yang ◽  
Zhendong Chen ◽  
Rongxuan Jia ◽  
Tianhao Bi ◽  
...  
Keyword(s):  
Natural Products ◽  
Bond Formation ◽  
Building Blocks ◽  
Review Article ◽  
Hypervalent Iodine ◽  
Metal Free ◽  
Bioactive Natural Products ◽  
The Past ◽  
Oxygen Bond ◽  
Privileged Scaffolds

: Hypervalent iodine reagents are a class of non-metallic oxidants have been widely used in the construction of several sorts of bond formations. This surging interest in hypervalent iodine reagents is essentially due to their very useful oxidizing properties, combined with their benign environmental character and commercial availability from the past few decades ago. Furthermore, these hypervalent iodine reagents have been used in the construction of many significant building blocks and privileged scaffolds of bioactive natural products. The purpose of writing this review article is to explore all the transformations in which carbon-oxygen bond formation occurred by using hypervalent iodine reagents under metal-free conditions

scholarly journals Chemical Investigations Into the Biosynthesis of the Gymnastatin and Dankastatin Alkaloids

2021 ◽  
Author(s):  
Bingqi Tong ◽  
Bridget Belcher ◽  
Daniel Nomura ◽  
Thomas Maimone
Keyword(s):  
Natural Products ◽  
Protein Function ◽  
Bond Formation ◽  
Covalent Bond ◽  
Fungal Strain ◽  
Fertile Ground ◽  
Covalent Bond Formation

Electrophilic natural products have provided fertile ground for understanding how nature inhibits protein function using covalent bond formation. The fungal strain Gymnascella dankaliensis has provided an especially interesting collection of...

Critical Review of Biotransformational Studies on Steroids by Using Culture of Cunninghamella blakesleeana

2021 ◽  
Vol 18 ◽  
Author(s):  
Azizuddin ◽  
Muhammad Iqbal ◽  
Syed Ghulam Musharraf
Keyword(s):  
Double Bond ◽  
Critical Review ◽  
Structural Modification ◽  
Bond Formation ◽  
Environmentally Friendly ◽  
Side Chain ◽  
Synthetic Compounds ◽  
Efficient Approach ◽  
Cunninghamella Blakesleeana ◽  
Different Strains

: For several decades, biotransformational studies on steroidal compounds have gained a lot of attention because it is an efficient approach for the structural modification of complicated natural or synthetic compounds with high regio-, chemo- and stereoselectivity at environmentally friendly conditions. This review summarizes the use of different strains of Cunninghamella blakesleeana for the biotransformation of sixteen steroids 1-16 into a variety of transformed products. The transformed products may be important as a drug or precursor for the production of important pharmaceuticals. The types of reactions performed by C. blakesleeana include hydroxylation, epoxidation, reduction, demethylation, oxidation, glycosidation, double bond formation, side-chain degradation, isomerisation and opening of an isoxazol ring, which would be difficult to produce by traditional synthesis.

Pd-catalysed general access to 7-membered N/O-heterocyclic compounds as potential agents against inflammation

2021 ◽  
Vol 57 (78) ◽  
pp. 10091-10094
Author(s):  
B. Thirupataiah ◽  
Gangireddy Sujeevan Reddy ◽  
Guntipally Mounika ◽  
Jetta Sandeep Kumar ◽  
Kazi Amirul Hossain ◽  
...  
Keyword(s):  
Heterocyclic Compounds ◽  
Bond Formation ◽  
Regioselective Synthesis

A Pd-catalysed regioselective synthesis of 4,5-disubstituted 7-membered N/O-heterocycles was achieved via the 7-endo-dig cyclization followed by C–C bond formation of 2-(1-alkynyl)phenylacetamide.

Iodine-mediated C–N and C–S bond formation: regioselective synthesis of benzo[4,5]imidazo[2,1-b]thiazoles

2017 ◽  
Vol 41 (1) ◽  
pp. 75-80 ◽  
Author(s):  
Sethurajan Ambethkar ◽  
Muthalu Vellimalai ◽  
Vediappen Padmini ◽  
Nattamai Bhuvanesh
Keyword(s):  
Reaction Time ◽  
Intramolecular Cyclization ◽  
Simple Procedure ◽  
Bond Formation ◽  
Molecular Iodine ◽  
Regioselective Synthesis ◽  
Thiazole Derivatives ◽  
Short Reaction Time ◽  
Metal Free

The regioselective synthesis of benzo[4,5]imidazo[2,1-b]thiazole derivatives via amination (C–N) and intramolecular cyclization (C–S) reactions in the presence of molecular iodine has been reported. This method is base and metal free and features inexpensive catalysts, with a simple procedure and a short reaction time.

Visible light photocatalysis in synthesis of pharmaceutically relevant heterocyclic scaffolds

2022 ◽  
Author(s):  
Vishal Srivastava ◽  
Pravin Kumar Singh ◽  
Shraddha Tivari ◽  
Praveen Pratap Singh
Keyword(s):  
Natural Products ◽  
Visible Light ◽  
Chemical Bond ◽  
Organic Synthesis ◽  
Bond Formation ◽  
Visible Light Photocatalysis ◽  
Photoredox Catalysis ◽  
Chemical Bond Formation

Visible light and photoredox catalysis have emerged as a powerful and long-lasting tool for organic synthesis, demonstrating the importance of a variety of chemical bond formation methods. Natural products, physiologically...

Research Progress of N-Alkylation of Alcohol and Amine by "Hydrogen Reaction"

2021 ◽  
Vol 871 ◽  
pp. 312-317
Author(s):  
Si Min Feng ◽  
Qing Liu
Keyword(s):  
Natural Products ◽  
Heterocyclic Compounds ◽  
Amino Alcohols ◽  
New Method ◽  
Research Progress ◽  
Primary Alcohols ◽  
Ammonia Gas ◽  
Fine Chemical ◽  
Chemical Products ◽  
Amine Compounds

Amine compounds are widely found in natural products, pharmaceuticals and fine chemical products. Therefore, it is of great significance to develop methods for synthesizing amine compounds. Therefore, in recent years, a new method of synthesizing amines has been developed, namely "hydrogen borrowing reaction". This article reviews the alkylation of primary alcohols and amines, the cyclization of amino alcohols to form N-heterocyclic compounds, the reaction of diols and amines to form N-heterocyclic compounds, the reaction of alcohols and sulfonamides, and the reaction of alcohols and amines containing N heteroatoms , Alcohol and ammonia gas and ammonia to produce amine by hydrogen reaction research progress.

scholarly journals N-acylation of amides through internal nucleophilic catalysis

2020 ◽  
pp. 174751982092575
Author(s):  
Meng Yao ◽  
Xia Chen ◽  
Yuling Lu ◽  
Zhenhua Guan ◽  
Zengwei Luo ◽  
...  
Keyword(s):  
Natural Products ◽  
Efficient Method ◽  
Pyridine Ring ◽  
Environmentally Friendly ◽  
Biologically Active ◽  
Active Materials ◽  
Nucleophilic Catalysis

An efficient method for N-acylation of amides is described using a pyridine ring as the internal nucleophilic catalyst to give imides in moderate to excellent yields. The methodology provides a facile, air insensitive, and environmentally friendly route to form diversified imide scaffolds, which exist widely in natural products and biologically active materials.

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