Thiazine

Choudhary, Shalki; Silakari, Om

doi:10.1016/b978-0-08-102083-8.00007-8

Cited by 11 publications

(9 citation statements)

References 69 publications

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“…License: CC BY-NC-ND 4.0 Oxindoles are commonly found in biologically active molecules. [24] However, methylation them directly can be challenging due to the limited availability of direct methods. To address this, Pulis and his team have developed a catalytic approach for the direct C3 methylation of a wide range of oxindoles.…”

Section: Table 4 Scope Of α-Ketoacids With Mesitylene (2a) [A]mentioning

confidence: 99%

Silylium Ion-Catalyzed α-Arylation of Carboxylic Acids, Amides, and Esters: Efficient Synthesis of Anesthetic and Anti-inflammatory Drugs

Khan,

Tyagi,

hazra

2024

Preprint

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A metal-free strategy has been developed for the α-arylation of carboxylic acids, secondary amides, and esters employing arenes as key reagents. This process entails the Lewis-acid catalyzed reductive Friedel–Crafts alkylation of aromatic and heterocyclic arenes with α-ketoacids, facilitated by silane as a reductant in HFIP solvent. The transformation is highly efficient and mild, providing significant advantages over existing protocols. Notably, the method exhibits exceptional tolerance towards various functional groups, enabling late-stage functionalization of pharmaceutical compounds and natural products such as Thymol, and Sesamol. The reaction mechanism has been studied through control experiments, providing valuable insight. This one-step reductive Friedel–Crafts type protocol has been successfully used in the synthesis of various commercially available drugs, such as Adiphenine, Piperidolate, derivatives of Ketoprofen, Ibuprofen, and Flurbiprofen, and Bromopropylate pesticide. Furthermore, after the gram-scale synthesis, the solvent (HFIP) was recovered, demonstrating the method's suitability for industrial applications.

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Section: Table 4 Scope Of α-Ketoacids With Mesitylene (2a) [A]mentioning

confidence: 99%

Silylium Ion-Catalyzed α-Arylation of Carboxylic Acids, Amides, and Esters: Efficient Synthesis of Anesthetic and Anti-inflammatory Drugs

Khan,

Tyagi,

hazra

2024

Preprint

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“…Despite intensive research into numerous illnesses, its multitargeting capability has yet to be fully realized. Most CNS and antiinflammatory medicines still include thiazine as one of the primary nuclei [178].…”

Section: Six‐membered Heterocyclesmentioning

confidence: 99%

Chalcones: Versatile intermediates in heterocyclic synthesis

Nayak

Gaonkar

Sabu

2023

Journal of Heterocyclic Chem

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Chalcones are a fascinating and well‐studied group of organic molecules. Synthesis of chalcones has been one of the essential areas of organic synthesis over the last few decades because of their immense therapeutic and excellent photophysical properties. Furthermore, these chalcone derivatives can be utilized to make a variety of heterocyclic compounds, especially five‐ and six‐membered heterocycles. Heterocyclic compounds have a long history in chemistry, primarily in pharmaceuticals. However, synthesizing some specific heterocyclic molecules remains challenging and requires multistep processes with few possible intermediates. Chalcones can be considered as one of the most useful, readily available intermediates in heterocyclic synthesis. Herein, the synthesis of various potential heterocyclic compounds using chalcones as an intermediate is elaborated. This review shows the untapped potential of chalcones in organic synthesis. Also, it will assist the chemist in designing new heterocycles by adopting these strategies.

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“…b) Rakendu et al describe the use of nano-sized zinc oxide as a catalyst for the development of substituted pyrrole derivatives without the use of any solvents shown in scheme 2. Using highly efficient micro zinc oxide particles in combination with primary amines, β-dicarbonyls (7), and α-halo ketones (8) gives good pyrrole yields. Primary amines (6) and β-dicarbonyls react to generate the enaminone intermediate.The mechanism of enaminone formation has been suggested to get initiated by abstraction of acidic proton from β-dicarbonyls to form hydroxylenones.…”

Section: Synthesis Of Pyrrolesmentioning

confidence: 99%

“…These compounds have antiviral, antibacterial, antitumor, antipsychotic, antifungal, antimicrobial, analgesic, and anticancer properties (4)(5). Some of the important medications like paclitaxel and doxepin include O-heterocycles (6).Furthermore, their applications in copolymers, flavoring agents, boosting agents, fungicides, dyestuffs, and fluorescent whiteners, make them one of the most desired substrates in the industrial sector (7). Heterocyclic compounds also control a variety of in vivo processes in the human body including eyesight, energy requirements, metabolism, and the transmission of genetic information via enzymes, DNA, and RNA (8)(9).…”

Section: Introductionmentioning

confidence: 99%

Synthesis of Heterocyclic Compounds Via 1,3-Diketones

Sharma¹,

Sharma²,

Kapoor³

2022

ECS Trans.

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Heterocyclic compounds acquire a unique place in medicinal chemistry as many of the pharmaceuticals, agrochemical industries use heterocyclic moieties in different kinds of drugs. Moreover, many of these compounds are naturally occurring and are known for their antibacterial properties from ancient times. These compounds like thiazole, pyrazole, imidazole, coumarin etc. are synthesized via 1,3-dicarbonyls as an intermediate. Essentially β-dicarbonyls are considered as promising scaffolds for the synthesis of heterocyclic compounds. Especially, due to keto-enol tautomerism, β-diketones show very distinct chemical properties. They could be made by combining an adequate methyl ketone with an acceptable ethyl ester in a Claisen reaction, which allows for a large range of potential combinations. In this review, we will discuss various synthetic approaches for the preparation of five and six membered heterocyclic compounds via 1,3-dicarbonyls.

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Thiazine

Cited by 11 publications

References 69 publications

Silylium Ion-Catalyzed α-Arylation of Carboxylic Acids, Amides, and Esters: Efficient Synthesis of Anesthetic and Anti-inflammatory Drugs

Silylium Ion-Catalyzed α-Arylation of Carboxylic Acids, Amides, and Esters: Efficient Synthesis of Anesthetic and Anti-inflammatory Drugs

Chalcones: Versatile intermediates in heterocyclic synthesis

Synthesis of Heterocyclic Compounds Via 1,3-Diketones

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