Thiazoles

Chen, B.; Heal, William P.

doi:10.1016/b978-008044992-0.00406-5

Cited by 20 publications

(10 citation statements)

References 606 publications

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“…The thiazole heterocyclic core is present in several biologically active microbial and marine natural products, and also in synthetic compounds’ , displaying broad range of biological activity . Thus, several substituted thiazoles exhibit biological activities such as anti-inflammatory, antibacterial, antiviral, antifungal, anticancer, tubulin polymerization inhibitor, CDK inhibitor, and Src/AB1 inhibitor such as Dasatinib (Figure ), besides acting as peptidomimetics and enzyme inhibitors .…”

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confidence: 99%

Single-Pot Preparation of 4-Amino-2-(het)aryl-5-Substituted Thiazoles Employing Functionalized Dithioesters as Thiocarbonyl Precursors

et al. 2021

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An effective, diversity oriented, one-pot reaction of 4-amino-2-(het)aryl/alkyl-5-functionalized thiazoles has been disclosed, utilizing aryl/heteroaryl/alkyl dithioesters as thiocarbonyl coupling partners in a modified Thorpe–Ziegler type cyclization. The reaction proceeds at room temperature, under mild conditions, in excellent yields, displaying broad functional group compatibility at 2 and 5 positions of thiazoles. This synthetic strategy has been further expanded for the one-pot construction of two highly potent tubulin polymerization inhibitors, i.e., 2-(het)aryl-4-amino-5-(3,4,5-trimethoxyaroyl) thiazoles, in high yields.

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confidence: 99%

Single-Pot Preparation of 4-Amino-2-(het)aryl-5-Substituted Thiazoles Employing Functionalized Dithioesters as Thiocarbonyl Precursors

et al. 2021

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“…Consequently, synthetic chemists are increasingly motivated to synthesize new compounds through MCRs. Alternately, the literature reports that coumarin derivatives have exhibited important biological activities, including antimicrobial (4)(5)(6)(7)(8)(9)(10)(11)(12)(13)(14)(15)(16)(17), antifungal (18), anti-inflammatory (19), anticancer (20,21), antitubercular (22), and antitumour activity (23). In view of this, we report herein (i) the synthesis of novel thiazolyl coumarin derivatives obtained by two different routes in the pursuit of finding biologically active compounds that can be further investigated for their antioxidant activity and (ii) the characterization of the structures of these new thiazolyl coumarin derivatives by spectroscopic methods ( 1 H and 13 C NMR and FT-IR).…”

Section: Introductionmentioning

confidence: 99%

Synthesis and antioxidant properties of some new thiazolyl coumarin derivatives

Bensalah

Mnasri

Chakchouk-Mtibaa

et al. 2020

Green Chemistry Letters and Reviews

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A three-component one-pot synthesis of new thiazolyl coumarin derivatives was carried out by condensing 3-acetyl-4-hydroxycoumarin, arylaldehydes, thiourea and ammonium acetate at reflux in DMC. The optimization details of the developed novel protocol are recorded. In addition, we have also synthesized these compounds via another second route in two steps. High atom-economy, excellent yields, simple procedure, and mild reaction conditions are the important features of this one-pot protocol. The chemical structures of the newly synthesized compounds were elucidated by using analytical (IR, 1 H NMR, 13 C NMR). Further, all the compounds were screened for their antioxidant activities.

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“…In addition, they are important units in a variety of biologically active compounds . Thiazoles and imidazoles are also essential nitrogen‐containing five‐membered heterocyclic bases and some biologically active compounds are known . Examples include fanetizole [2‐(2′‐phenylethylamino)‐4‐phenylthiazole] and pentiazole [4‐(4′‐chlorophenyl)‐2‐phenylthiazole‐5‐yl]acetic acid, which are anti‐inflammatory agents,[3a] and other thiazole derivatives .…”

Section: Introductionmentioning

confidence: 99%

One‐Pot Preparation of Aromatic Amides, 4‐Arylthiazoles, and 4‐Arylimidazoles from Arenes

Yamamoto

Togo

2018

Eur J Org Chem

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Simple treatment of arenes with α‐bromoacetyl chloride and AlCl3, followed by the reaction with molecular iodine and aq. NH3, thioamides, or amidines gave the corresponding primary aromatic amides, 4‐arylthiazoles, or 4‐arylimidazoles in good yields, respectively. Aryl α‐bromomethyl ketones are the key intermediates in those reactions. Primary aromatic amides were formed from arenes through the reaction of aryl α‐bromomethyl ketones with molecular iodine and aq. NH3, and 4‐arylthiazoles and 4‐arylimidazoles were formed from arenes through the reactions of aryl α‐bromomethyl ketones with thioamides and amidines, respectively, in one pot under transition‐metal‐free conditions.

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Thiazoles

Cited by 20 publications

References 606 publications

Single-Pot Preparation of 4-Amino-2-(het)aryl-5-Substituted Thiazoles Employing Functionalized Dithioesters as Thiocarbonyl Precursors

Single-Pot Preparation of 4-Amino-2-(het)aryl-5-Substituted Thiazoles Employing Functionalized Dithioesters as Thiocarbonyl Precursors

Synthesis and antioxidant properties of some new thiazolyl coumarin derivatives

One‐Pot Preparation of Aromatic Amides, 4‐Arylthiazoles, and 4‐Arylimidazoles from Arenes

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