Visible-light-promoted C N and C S bonds formation: A catalyst and solvent-free photochemical approach for the synthesis of 1,3-thiazolidin-4-ones

Nazeef, Mohd; Shivhare, Km Neha; Ali, Shabir; Ansari, Khursheed; Ansari, Mohd Danish; Tiwari, Saurabh; Yadav, Vikas; Siddiqui, I. R.

doi:10.1016/j.jphotochem.2019.112347

Cited by 18 publications

(12 citation statements)

References 68 publications

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“…Very recently, Siddiqui reported the photocatalytic synthesis of 1,3-thiazolidin-4-ones in the absence of a solvent [ 147 ]. This is another multicomponent reaction that proceeds under photochemical activation without the need of a metal catalyst.…”

Section: Photocatalysis Under Solvent-free Conditionsmentioning

confidence: 99%

“… Photocatalytic synthesis of 1,3-Thiazolidin-4-ones under solvent-free conditions. The yellow bulb-shaped sign indicates irradiation with visible light [ 147 ]. …”

Section: Figures Schemes and Tablesmentioning

confidence: 99%

“…This work was highlighted by scaling of the process to obtain 49 g of the reaction product between benzaldehyde and dodecanothiol (Scheme 20b). Very recently, Siddiqui reported the photocatalytic synthesis of 1,3-thiazolidin-4-ones in the absence of a solvent [147]. This is another multicomponent reaction that proceeds under photochemical activation without the need of a metal catalyst.…”

Section: Photocatalysis Under Solvent-free Conditionsmentioning

confidence: 99%

“…Nevertheless, nontraditional activation strategies such as mechanochemistry, microwave activation and photochemistry, when carried out in the absence of solvent, certainly result in more efficient synthetic procedures and contribute significantly to the overall atom economy, waste minimization and sustainability of the process. Very recently, Siddiqui reported the photocatalytic synthesis of 1,3-thiazolidin-4-ones in the absence of a solvent [147]. This is another multicomponent reaction that proceeds under photochemical activation without the need of a metal catalyst.…”

Section: Photocatalysis Under Solvent-free Conditionsmentioning

confidence: 99%

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Novel Methodologies for Chemical Activation in Organic Synthesis under Solvent-Free Reaction Conditions

Avila‐Ortiz

Juaristi

2020

Molecules

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One central challenge for XXI century chemists is the development of sustainable processes that do not represent a risk either to humanity or to the environment. In this regard, the search for more efficient and clean alternatives to achieve the chemical activation of molecules involved in chemical transformations has played a prominent role in recent years. The use of microwave or UV-Vis light irradiation, and mechanochemical activation is already widespread in many laboratories. Nevertheless, an additional condition to achieve “green” processes comes from the point of view of so-called atom economy. The removal of solvents from chemical reactions generally leads to cleaner, more efficient and more economical processes. This review presents several illustrative applications of the use of sustainable protocols in the synthesis of organic compounds under solvent-free reaction conditions.

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Section: Photocatalysis Under Solvent-free Conditionsmentioning

confidence: 99%

“… Photocatalytic synthesis of 1,3-Thiazolidin-4-ones under solvent-free conditions. The yellow bulb-shaped sign indicates irradiation with visible light [ 147 ]. …”

Section: Figures Schemes and Tablesmentioning

confidence: 99%

Section: Photocatalysis Under Solvent-free Conditionsmentioning

confidence: 99%

Section: Photocatalysis Under Solvent-free Conditionsmentioning

confidence: 99%

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Novel Methodologies for Chemical Activation in Organic Synthesis under Solvent-Free Reaction Conditions

Avila‐Ortiz

Juaristi

2020

Molecules

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“…In continuation of our ongoing research program on the development of green synthetic routes to biologically significant heterocyclic compounds, [41][42][43][44] we herein report a new and efficient, operationally simple, catalyst free, glycerol promoted one-pot synthesis of benzo[a]chromeno[2,3-c]phenazines (Scheme 1). (Table 1, Entry 1).…”

Section: Introductionmentioning

confidence: 99%

Catalyst Free, Multicomponent Green Approach to Benzo[a]chromeno[2,3‐c]phenazines Using Glycerol as a Recyclable and Biodegradable Promoting Medium

et al. 2020

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A series of benzo[a]chromeno[2,3‐c]phenazine derivatives were synthesized through an efficient one‐pot, multicomponent eco‐friendly reaction of 2‐hydroxynaphthalene‐1,4‐dione, o‐phenylenediamines, cyclic 1,3‐dicarbonyl compounds and aromatic aldehydes, promoted by glycerol. To the best of our knowledge this is the first catalyst free protocol for synthesis of this important scaffold having potential applications in medicinal and materials chemistry. Other important attributes of the present method are the use of glycerol as a bio‐renewable and biodegradable reaction medium‐cum‐promoter, use of readily available substrates, mild reaction conditions, operational simplicity, broad substrate scope, short reaction time, easy workup, and high yields and atom efficiency, which makes the disclosed protocol a superior alternative to existing methods.

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A metal‐free visible light promoted three‐component facile synthesis of 4‐oxo‐tetrahydroindoles in ethanol–water

Ansari

Nazeef

Ali

et al. 2020

Journal of Heterocyclic Chem

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A mild and efficient visible light–mediated one‐pot multicomponent tandem approach to construct 4‐oxo‐tetrahydroindoles in ethanol–water medium at room temperature has been described. The characteristics of reported methodology are the utilization of visible light, an ideal source of energy to generate CC and CN bonds from commercially available substrates namely dimedone, phenacyl bromides, and amines. The presented protocol is highly compatible for developing 4‐oxo‐tetrahydroindole derivatives with improved selectivity and high yields. Moreover, metal‐free synthesis, environmental friendly solvent, easy workup process, high atom economy, cost‐effectiveness, short reaction time, and broad substratescope are the major advantages of reported protocol.

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Visible-light-promoted C N and C S bonds formation: A catalyst and solvent-free photochemical approach for the synthesis of 1,3-thiazolidin-4-ones

Cited by 18 publications

References 68 publications

Novel Methodologies for Chemical Activation in Organic Synthesis under Solvent-Free Reaction Conditions

Novel Methodologies for Chemical Activation in Organic Synthesis under Solvent-Free Reaction Conditions

Catalyst Free, Multicomponent Green Approach to Benzo[a]chromeno[2,3‐c]phenazines Using Glycerol as a Recyclable and Biodegradable Promoting Medium

A metal‐free visible light promoted three‐component facile synthesis of 4‐oxo‐tetrahydroindoles in ethanol–water

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