Metal-catalyzed synthetic strategies toward coumarin derivatives

Bhatia, Rohit; Pathania, Shelly; Singh, Virender; Rawal, Ravindra K.

doi:10.1007/s10593-018-2262-6

Cited by 19 publications

(17 citation statements)

References 47 publications

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“…Coumarin is the basis of a diverse library of chemical structures with promising biological profiles, interesting biological activities and therapeutic functions, which include vasorelaxant, immunosuppressant (5) [8], anti-psoriasis, anti-inflammatory (6) [9][10], vasodilator (7) [11], anticoagulant (8) [12], anti-bacterial (9) [8], antifungal (10) [13][14][15][16], anti-allergic, antidepressant [17], antioxidant [18], anti-cancer [19][20][21][22][23], anti-HIV (11) [24], anti-diabetic [25][26], antiviral, antiproliferative [27], antithrombotic [8] and antimicrobial [28][29]. Some coumarin based marketed drugs are shown in Figure 2.…”

Section: Introductionmentioning

confidence: 99%

Coumarin sulfonamide derivatives: An emerging class of therapeutic agents

Irfan

Rubab

Rehman

et al. 2020

Heterocyclic Communications

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Coumarin sulfonamide is a heterocyclic pharmacophore and an important structural motif which is a core and integral part of different therapeutic scaffolds and analogues. Coumarin sulfonamides are privileged and pivotal templates which have a broad spectrum of applications in the fields of medicine, pharmacology and pharmaceutics. Coumarin sulfonamide exhibited versatile and myriad biomedical activities such as anti-bacterial, antiviral, antifungal, anti-inflammatory and anti-cancer. This review article focuses on the structural features of coumarin sulfonamide derivatives in the treatment of different lethal diseases on the basis of structure-activity relationships (SAR). The plethora of research cited in this review article summarizes and discusses the various substitutions around the coumarin sulfonamide nucleus which have provided a wide spectrum of biological activities and therapeutic potential that has proved attractive to many researchers looking to exploit the coumarin sulfonamide skeleton for drug discovery and the development of novel therapeutic agents.

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Section: Introductionmentioning

confidence: 99%

Coumarin sulfonamide derivatives: An emerging class of therapeutic agents

Irfan

Rubab

Rehman

et al. 2020

Heterocyclic Communications

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“…This bond is reactive and chemically available; hence, it is possible to obtain coumarins modified at C-3 and C-4 and even larger fused coumarin heterocyclic derivatives. The Kumada, Stille, Heck, Sonogashira, Negishi, Suzuki, or Buchwald-Hartwig coupling reactions are most often used for this purpose [55][56][57][58][59][60][61][62][63]. The substrates in the abovementioned reactions are mostly coumarin derivatives such as vinyl coumarin, bromocoumarin, coumarin-3-carboxylic acid, or triflate-substituted coumarin.…”

Section: Scheme 3 Direct Synthesis Of Coumarins By C-h Bond Activatio...mentioning

confidence: 99%

Coumarins Synthesis and Transformation via C–H Bond Activation—A Review

Szwaczko

2022

Inorganics

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For several decades, coumarins have attracted considerable attention due to the fact of their application in diverse fields such as medical science and biomedical research as well as several industrial branches. Recently, many compounds containing the coumarin moiety have been intensively studied, mainly due to the fact of their biological activities such as antitumor, antioxidative, anti-HIV, vasorelaxant, antimicrobial, and anticancer. They are also widely used as fluorescent dyes and probes because of their great structural flexibility and large fluorescent quantum yields. For this reason, numerous attempts have been made to develop new and more practical methods for the synthesis of these compounds. This review aims at providing a comprehensive overview of coumarin synthesis methods by direct C–H bond activation in order to demonstrate the current state-of-the-art methods as well as the current limitations.

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“…Organic & Biomolecular Chemistry Review years; 39,42,43 however, recent advances in transition-metal-catalyzed C-O and C-C bond formation 41,44 and organocatalytic and photocatalyzed mechanisms have increased the efficiency of synthetic methods used for the preparation of coumarins.…”

Section: Bagher Larijanimentioning

confidence: 99%

“…Given the high importance and wide applications of coumarin derivatives, many studies have been devoted to developing new and more effective synthetic methods for them. 1,4,37–41 Simpler and less effective classic synthetic methods like Knoevanagel, Pechmann, and Perkin condensations have been used for the synthesis of coumarin derivatives for many years; 39,42,43 however, recent advances in transition-metal-catalyzed C–O and C–C bond formation 41,44 and organocatalytic and photocatalyzed mechanisms have increased the efficiency of synthetic methods used for the preparation of coumarins. The need for energy economy, sustainability, and protecting the environment along with increasing production efficiency means that catalytic studies are of high importance.…”

Section: Introductionmentioning

confidence: 99%