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...

Green synthesis of 1H-pyrazolo[1,2-b]phthalazinedione-2-carbonitriles in the presence of L-proline

2021 ◽  
Vol 08 ◽  
Author(s):  
Davood Habibi ◽  
Saeedeh Shojaei ◽  
Somayyeh Heydari
Keyword(s):  
Organic Chemistry ◽  
Natural Products ◽  
Green Synthesis ◽  
Organic Materials ◽  
Aromatic Aldehydes ◽  
One Pot ◽  
Diverse Range ◽  
Three Component Reaction ◽  
The One ◽  
Green Conditions

Background: The multi component reaction (MCRs) is a method extensively used in organic chemistry as a tool in the synthesis of nitrogen containing heterocycles found in many natural products, medicinally relevant substances and organic materials. Objective: This paper describes the synthesis of a diverse range of 1H-pyrazolo[1,2-b]phthalazine-2-carbonitriles of considerable chemical and biological interests. Conclusion: Various 3-amino-5,10-dioxo-1-phenyl-5,10-dihydro-1H-pyrazolo[1,2-b]phthalazine-2-carbo -nitriles were synthesized via the one-pot three component reaction of phthalhydrazides, aromatic aldehydes and malononitrile in the presence of the proline as an organocatalyst in ethanol at refluxing temperature under the green conditions in excellent yields.

Sulfated Tin Oxide: A Convenient Heterogeneous Catalyst for the Synthesis of 4-Arylmethylidene-3-substituted-isoxazol-5(4H)-ones

2021 ◽  
Vol 18 ◽  
Author(s):  
Nitishkumar S. Kaminwar ◽  
Sunil U. Tekale ◽  
Srinivas L. Nakkalwar ◽  
Rajendra P. Pawar
Keyword(s):  
Heterogeneous Catalyst ◽  
Tin Oxide ◽  
Heterocyclic Compounds ◽  
Biological Activities ◽  
Hydroxylamine Hydrochloride ◽  
One Pot ◽  
Easy Method ◽  
Three Component Reaction ◽  
Wide Range ◽  
The One

: Synthesis of isoxazole structural heterocyclic compounds is important due to their wide range of biological activities. In the present article, we report a convenient and easy method for the synthesis of 4-arylmethylidene-3-substituted-isoxazol-5(4H)-ones by the one-pot three-component reaction of aldehydes, β-keto ester, and hydroxylamine hydrochloride cat-alyzed by sulfated tin oxide as a heterogeneous catalyst.

One-pot total synthesis of streptindole, arsindoline B and their congeners through tandem decarboxylative deaminative dual-coupling reaction of amino acids with indoles

2015 ◽  
Vol 13 (14) ◽  
pp. 4240-4247 ◽  
Author(s):  
Jiachen Xiang ◽  
Jungang Wang ◽  
Miao Wang ◽  
Xianggao Meng ◽  
Anxin Wu
Keyword(s):  
Amino Acids ◽  
Natural Products ◽  
Total Synthesis ◽  
Coupling Reaction ◽  
One Pot ◽  
The One

This paper described a decarboxylative deaminative dual-coupling reaction of amino acids with indoles to afford BIM scaffolds and its further application to the one-pot total synthesis of natural products.

Synthesis of 1-amino-2-aroyl/acetylnaphthalenes through a base mediated one pot inter and intramolecular C–C bond formation strategy

2014 ◽  
Vol 12 (26) ◽  
pp. 4730-4737 ◽  
Author(s):  
Surjeet Singh ◽  
Pratik Yadav ◽  
Satya Narayan Sahu ◽  
Ismail Althagafi ◽  
Abhinav Kumar ◽  
...  
Keyword(s):  
Methyl Ketone ◽  
Bond Formation ◽  
One Pot ◽  
Aryl Methyl

Base mediated synthesis of highly functionalized aroyl/acetylnaphthalenes by the reaction of 2-(1-cyano-2,2-bis(methylthio)vinyl)benzonitrile and aryl methyl ketone or acetone has been reported.

Review on Synthesis of Bio-active Coumarin-fused Heterocyclic Molecules

2020 ◽  
Vol 24 (22) ◽  
pp. 2566-2587
Author(s):  
Geetika Patel ◽  
Subhash Banerjee
Keyword(s):  
Organic Chemistry ◽  
Heterocyclic Compounds ◽  
Multistep Method ◽  
Review Article ◽  
Literature Survey ◽  
Research Articles ◽  
One Pot ◽  
Physiochemical Properties ◽  
Heterocyclic Molecules ◽  
The Individual

The literature survey reveals that the individual coumarin and heterocyclic molecules have biological and pharmaceutical activities. Moreover, integrated coumarinfused heterocyclic compounds have shown interesting biological and physiochemical properties and thus, designing and development of coumarin-fused heterocyclic molecules are of great interest in the field of synthetic organic chemistry. Several coumarin-fused heterocyclic molecules have been synthesized by using different strategies such as multistep method, one-pot multi-component protocol, coupling and condensation method. The wide applications of integrated coumarin-fused heterocyclic molecules stimulated interest among researchers to develop different methodologies for the synthesis of novel fused molecules. As a consequence, several research articles, papers and review articles have been published in the literature. In this review article, we have presented various methods for the synthesis of different class of coumarin-fused heterocyclic molecules and their applications in chemical, optical, pharmaceutical and other useful applications.

One-pot synthesis of 3,5-disubstituted 1,2,4-thiadiazoles from nitriles and thioamides via I2-mediated oxidative formation of an N–S bond

2017 ◽  
Vol 15 (39) ◽  
pp. 8410-8417 ◽  
Author(s):  
Ling Chai ◽  
Yuanqing Xu ◽  
Tao Ding ◽  
Xiaomin Fang ◽  
Wenkai Zhang ◽  
...  
Keyword(s):  
Oxidative Coupling ◽  
Molecular Iodine ◽  
One Pot ◽  
One Pot Synthesis ◽  
The One

The one-pot reaction includes sequential intermolecular addition of thioamides to nitriles, and intramolecular oxidative coupling of N–H and S–H bonds mediated by molecular iodine.

Chalcone Derived Pyrazole Synthesis via One-pot and Two-pot Strategies

2020 ◽  
Vol 24 (13) ◽  
pp. 1491-1506
Author(s):  
Saba Farooq ◽  
Zainab Ngaini
Keyword(s):  
Organic Chemistry ◽  
Starting Material ◽  
Drug Industry ◽  
One Pot ◽  
Stable Compound ◽  
Chalcone Derivatives ◽  
Heterocyclic Molecule ◽  
Pharmaceutical Applications ◽  
The One

Pyrazole is an imperative heterocyclic molecule in the synthetic and medicinal fields. Pyrazole is stable compound that is particularly used in pharmaceutical applications (i.e., anticancer, antifungal, antiviral, antimicrobial and antioxidant) and electronic industries. This review depicted the synthesis of pyrazoles derivatives by employing chalcone derivatives as a starting material via one and two-pot strategies. The one-pot strategy is an exclusive method for chalcone cyclization and oxidation, while two-pot strategy is reported through the preparation of chalcone derivatives, i.e., pyrazoline, hydrazone and bromochalcone prior to the synthesis of pyrazole. One-pot strategy is frequently reported for pyrazole synthesis purposes due to unique, stable, reactive and well-known chalcone reactants having easy handing then two-pot strategy. This review is momentous in organic chemistry, especially synthesis related to pyrazole and drug industry.

scholarly journals A Study on N-Substituted Nortropinone Synthesis using Acetone Equivalents

2020 ◽  
Vol 32 (5) ◽  
pp. 1145-1150
Author(s):  
J.H. Song ◽  
S.M. Bae ◽  
S.K. Cho ◽  
J.H. Cho ◽  
D.I. Jung
Keyword(s):  
Organic Chemistry ◽  
Dicarboxylic Acid ◽  
Room Temperature ◽  
One Pot ◽  
The One

Robinson′s synthesis has long been a classic in organic chemistry due to its simplicity and impact in the industry. Various modifications have been made to improve the system. Among them, replacing acetone with more acidic chemical equivalents such as calcium dicarboxylic acid or ethyl dicarboxylic acetone improved the yield. In line with this trend, our group previously reported the synthesis of mono- and di-N-substituted tropinone derivatives from the one-pot reaction of 2,5-dimethoxy tetrahydrofuran and various amines with acetonedicarboxylic acid in the presence of HCl and water at room temperature. In this study, the synthesis with acetone instead of acetone-dicarboxylic acid was examined. Mono- and di-N-substituted nortropinones were prepared in higher yields in all cases although there were extent to which yields increased depending on the nature of substituents

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.

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