Synthesis and Transformations of Naphtho[2,3-B]Furans (Review)

Uchuskin, Maxim G.; Shcherbinin, Vitaly A.; Бутин, А. В.

doi:10.1007/s10593-014-1515-2

Cited by 11 publications

(2 citation statements)

References 59 publications

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“…La dehidrocacalohastina y cacalohastina serían responsables del efecto analgésico y la prolongación del efecto hipnótico del pentobarbital (Okuyama et al 1994), estudio que además sugiere algún mecanismo neuronal. Los compuestos químicos del 1 al 9 (Tabla 3); podrían tener actividad anticancerígena (Uchuskin et al 2014), además, Culcitium canescens podría tener actividad hipoglucemiante debido a la presencia de hidroperóxido de cacalonol y similares, tal como señala Jiménez-Estrada et al (1997) quienes reportaron la presencia de este compuesto en Psacalium decompositum y esta planta se utiliza para tratar la diabetes (Jiménez-Estrada et al 1997). Por ende, se requiere estudios exhaustivos de los efectos farmacológicos de esta planta, considerando sus fitoconstituyentes.…”

Section: Composición Química Y Su Relación Con Las Actividades Farmacológicasunclassified

Culcitium canescens Humb. & Bonpl. (Asteraceae): una revisión etnobotánica, etnofarmacológica y fitoquímica

Ramirez

Velasquez-Arevalo

Rodriguez

et al. 2020

Ethnobot. Res. App.

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Background: The use of plants for therapeutic purposes is a common practice in Peru and the world; however, there is a poor ethnobotanical, ethnopharmacological and toxicological information´s systematization, especially if the plant is a native species from a country where there is an inadequate sanity control. Culcitium canescens is a native plant from high Andean areas, widely used for its medicinal properties. This plant has five scientific

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Section: Composición Química Y Su Relación Con Las Actividades Farmacológicasunclassified

Culcitium canescens Humb. & Bonpl. (Asteraceae): una revisión etnobotánica, etnofarmacológica y fitoquímica

Ramirez

Velasquez-Arevalo

Rodriguez

et al. 2020

Ethnobot. Res. App.

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“…Functionalized furans constitute numerous pharmaceuticals, natural products and is of utmost relevance in heterocyclic chemistry. [29] The well-known methods for the synthesis of furans [30] include Paal-Knorr synthesis, [31] Feist-Benary synthesis [32] and several transition metal catalyzed reactions. [33] However, the challenge remains in the regioselective synthesis of multi-substituted furans from readily accessible starting materials.…”

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Michael Addition‐Elimination and [4+1] Annulation of Sulfonylphthalide with Hydroxychalcones for the Synthesis of Alkylidenephthalides and Indanediones

et al. 2021

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A protocol for the stereoselective synthesis of alkylidenephthalides and indanediones has been developed through the reaction of o-hydroxychalcones and their styrenyl analogues, respectively, with 3-sulfonylphthalide. The mechanism for the former synthesis involves Michael addition-E 2 elimination sequence, while the latter involves a [4 + 1] Hauser-Kraus annulation. The mechanistic studies reveal that the strategically positioned phenolic group plays a pivotal role in the observed reactivities. The alkylidenephthalides, which are latent 1,4dicarbonyl compounds, were further converted to triarylfurans under Paal-Knorr conditions in good to excellent yields. This protocol unravels several key features such as substrate specific product formation, namely, alkylidenephthalides from chalcones, and indanediones from vinylogous chalcones in their reaction with 3-sulfonylphthalide as well as the role of alkylidenephthalides as 1,4-dicarbonyl surrogates in Paal-Knorr furan synthesis.

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Iodine‐Catalysed Reactions of Aroylmethylidenes: Efficient Access to α‐Substituted Aryl Ketones, Functionalized Naphthofurans and Highly Functionalized Pyrroles

Bisht

Peddinti

2022

Asian J Org Chem

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An efficient and facile iodine-catalysed approach has been established for the formation of α-substituted aryl ketones and valuable substituted naphthofurans. Under the same reaction conditions, a series of highly functionalized pyrroles could be readily obtained. This metal-free and environmentally friendly reaction proceeded very well and delivered the products in good to excellent yields. This work highlights the formation of α-substituted aryl ketones, naphthofuran and pentasubstituted pyrrole derivatives under catalytic amount of iodine in one-pot fashion, demonstrating the broad substrate scope.

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Synthesis and Transformations of Naphtho[2,3-B]Furans (Review)

Cited by 11 publications

References 59 publications

Culcitium canescens Humb. & Bonpl. (Asteraceae): una revisión etnobotánica, etnofarmacológica y fitoquímica

Culcitium canescens Humb. & Bonpl. (Asteraceae): una revisión etnobotánica, etnofarmacológica y fitoquímica

Michael Addition‐Elimination and [4+1] Annulation of Sulfonylphthalide with Hydroxychalcones for the Synthesis of Alkylidenephthalides and Indanediones

Iodine‐Catalysed Reactions of Aroylmethylidenes: Efficient Access to α‐Substituted Aryl Ketones, Functionalized Naphthofurans and Highly Functionalized Pyrroles

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