Catalyst-Free Conjugate Addition of Thioacids to Activated Olefins Accelerated in Water

Marjani, Katayoun; Khalesi, Maryam; Ashouri, Akram; Jalali, Aazam; Halimehjani, Azim Ziyaei

doi:10.1080/00397911003587515

Cited by 15 publications

(3 citation statements)

References 15 publications

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“…No color change was observed for sensors exposed to humidity, suggesting that the sensors were not responsive to water vapor (Figure S6). The moist environment not only closely imitates the real environment of the packaged food but also facilitates the absorption of ethylene by the sensor and accelerates the reaction. , The reaction between thiol and alkene is known to be catalyzed by water . Water enhances the nucleophilicity of the thiolate ion via hydrogen bonding with the hydrogen of the thiol.…”

Section: Resultsmentioning

confidence: 99%

Naked-Eye Detection of Ethylene Using Thiol-Functionalized Polydiacetylene-Based Flexible Sensors

et al. 2020

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Ethylene is a hormone that plays a critical role in many phases of plant growth and fruit ripening. Currently, detection of ethylene heavily relies on sophisticated and timeconsuming conventional assays such as chromatography, spectroscopy, and electrochemical methods. Herein, we develop a polydiacetylene-based sensor for the detection of ethylene via color change. The sensors are prepared through the reaction between polydiacetylene and Lawesson's reagent that results in decorating polydiacetylene with terminal thiol groups. Upon exposure to ethylene, the sensor changes color from blue to red which is visible to the naked eye. Our device shows a limit of detection for ethylene at 600 ppm in air and can be applied for monitoring ethylene released during the fruit-ripening process. Such easy-to-use ethylene sensors may find applications in plant biology, agriculture, and food industry.

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Section: Resultsmentioning

confidence: 99%

Naked-Eye Detection of Ethylene Using Thiol-Functionalized Polydiacetylene-Based Flexible Sensors

et al. 2020

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“…[180][181][182] Ziyaei-Halimehjani et al have described a water-promoted catalyst-free Michael addition of thioacetic and thiobenzoic acids to activated olefins. 183 3.1.2. Mukaiyama-aldol reactions.…”

Section: Addition Reactionsmentioning

confidence: 99%

Benign by design: catalyst-free in-water, on-water green chemical methodologies in organic synthesis

et al. 2013

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Catalyst-free reactions developed during the last decade and the latest developments in this emerging field are summarized with a focus on catalyst-free reactions in-water and on-water. Various named reactions, multi-component reactions and the synthesis of heterocyclic compounds are discussed including the use of various energy input systems such as microwave- and ultrasound irradiation, among others. Organic chemists and the practitioners of this art both in academia and industry hopefully will continue to design benign methodologies for organic synthesis in aqueous media under catalyst-free conditions by using alternative energy inputs based on fundamental principles.

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“…As a part of our continued interest in the development of practical, safe, and environmentally friendly procedures for some important organic transformations and synthesis of chromenes , a convenient and facile one‐pot three‐component method for the synthesis of 4 H ‐chromenes in the presence of ZrOCl 2 ·8H 2 O as catalyst in water under thermal condition has been described (Scheme ).…”

Section: Resultsmentioning

confidence: 99%

One‐pot Three‐component Route for the Synthesis of Functionalized 4H‐chromenes Catalyzed by ZrOCl₂·8H₂O in Water

Halimehjani

Keshavarzi

2018

Journal of Heterocyclic Chem

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An efficient method for the synthesis of functionalized 4H‐chromenes via a one‐pot three‐component condensation reaction of a 2‐hydroxybenzaldehyde with an active methylene compound and a carbon‐based nucleophile in the presence of a catalytic amount of ZrOCl2·8H2O in water under thermal condition has been described. High yields, simple work‐up procedure, performing reactions in water and synthesis of complex molecules with a one‐pot procedure are the main advantages of this procedure. In addition, the structure of the product from the condensation of salicylaldehyde, 2‐naphthol, and dimedone was confirmed by X‐ray crystallography.

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Catalyst-Free Conjugate Addition of Thioacids to Activated Olefins Accelerated in Water

Cited by 15 publications

References 15 publications

Naked-Eye Detection of Ethylene Using Thiol-Functionalized Polydiacetylene-Based Flexible Sensors

Naked-Eye Detection of Ethylene Using Thiol-Functionalized Polydiacetylene-Based Flexible Sensors

Benign by design: catalyst-free in-water, on-water green chemical methodologies in organic synthesis

One‐pot Three‐component Route for the Synthesis of Functionalized 4H‐chromenes Catalyzed by ZrOCl₂·8H₂O in Water

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Catalyst-Free Conjugate Addition of Thioacids to Activated Olefins Accelerated in Water

Cited by 15 publications

References 15 publications

Naked-Eye Detection of Ethylene Using Thiol-Functionalized Polydiacetylene-Based Flexible Sensors

Naked-Eye Detection of Ethylene Using Thiol-Functionalized Polydiacetylene-Based Flexible Sensors

Benign by design: catalyst-free in-water, on-water green chemical methodologies in organic synthesis

One‐pot Three‐component Route for the Synthesis of Functionalized 4H‐chromenes Catalyzed by ZrOCl2·8H2O in Water

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Product

Resources

About

One‐pot Three‐component Route for the Synthesis of Functionalized 4H‐chromenes Catalyzed by ZrOCl₂·8H₂O in Water