Fluorescence properties of the derivatives of oxazolo[4,5-b]pyridyne

Mac, Marek; Baran, W.; Uchacz, Tomasz; Baran, Barbara; Suder, Marzena; Leśniewski, Sebastian

doi:10.1016/j.jphotochem.2007.05.023

Cited by 13 publications

(11 citation statements)

References 13 publications

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“…[7] Also, fluorescence emission in visible region makes them good contributors toward construction of LED devices or nonlinear optic (NLO) systems. [8] Hence considering the significant applications in the fields of pharmacology, agriculture and industrial sector there has been tremendous upsurge of interest in developing efficient methods for synthesizing oxazolo [4,5-b]pyridines.…”

Section: Introductionmentioning

confidence: 99%

Acid-Catalyzed, Silica-Supported, One-Pot Benzoylation Route to Synthesize 2-(Substituted Phenyl)oxazolo[4,5-b]pyridines Under Ambient Conditions

Reen

Dudhe

Ahuja

et al. 2015

Synthetic Communications

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Present paper elicits the silica supported perchloric acid catalyzed efficient protocol for the synthesis of 2-(phenyl)oxazolo[4,5-b]pyridine derivatives. The remarkable feature of this strategy embraces the high conversion, simple work-up procedures, ambient conditions, short reaction time and reusability of the catalyst. Structures of the synthesized compounds have been established on the basis of elemental analysis and spectral data (IR, 1 H NMR, 13 C NMR, and mass spectrometry). Moreover, in order to investigate the mechanistic details of the reaction and to ascertain the regioselective outcome of the product, local nucleophilicity descriptors N k at B3LYP/6-311G++(d, p) level were determined and analyzed. KEYWORDS: Silica supported perchloric acid (HClO 4 ·SiO 2 ), benzoylation, oxazolo[4,5-b]pyridine, local nucleophilicity index.

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Section: Introductionmentioning

confidence: 99%

Acid-Catalyzed, Silica-Supported, One-Pot Benzoylation Route to Synthesize 2-(Substituted Phenyl)oxazolo[4,5-b]pyridines Under Ambient Conditions

Reen

Dudhe

Ahuja

et al. 2015

Synthetic Communications

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“…These heterocycles have shown different pharmacological activities such as anti-inflammatory, anti-pyretic, analgesic [1][2][3], and antifungal properties [4]. They can also act as inhibitor of fatty acid amide hydrolaze (FAAH) [5,6], inhibitors of monoterpenoidindole alkaloid production in Catharanthus roseus cells [7], inhibitors of acetylcholinesterase/butyrylcholinesterase [8], and SIRT1 activators [9].…”

Section: Introductionmentioning

confidence: 99%

“…These compounds have been investigated in numerous studies for their applications as pesticides [7] and dyes [1,10]. Fluorescence emissions in the visible region of the spectrum are characterization of many oxazolopyridine derivatives.…”

Section: Introductionmentioning

confidence: 99%

“…Fluorescence emissions in the visible region of the spectrum are characterization of many oxazolopyridine derivatives. This property makes them good candidates for construction of LED devices or nonlinear optic systems [1].…”

Section: Introductionmentioning

confidence: 99%

“…A number of methods have been reported for the synthesis of these heterocycles which include condensation of carboxylic acids [1,12,13], orthoesters [14], acid chlorides and nitriles [8], with o-substituted amino aromatics. Other methods include Pd-catalyzed C-2 arylation of oxazolo [4,5-b]pyridine [5], reaction of o-aminopyridinols with aldehydes under oxidative conditions and cyclization of an o-halogeno amidopyridine at very high temperature [11].…”

Section: Introductionmentioning

confidence: 99%

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Facile microwave-assisted synthesis of 2-aryloxazolo[4,5-b]pyridines using SBA-Pr-NH2

et al. 2014

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In this work, amino-functionalized SBA-15 (SBA-Pr-NH 2 ) has been used as a basic nano-catalyst in the one-pot synthesis of 2-aryloxazolo [4,5-b]pyridines by the condensation reaction of 2-amino-3-hydroxypyridine and benzoyl chlorides under microwave irradiation in solvent free conditions. Among the advantages of this work are short reaction times, high yields and simple work-up. SBAPr-NH 2 as an efficient heterogeneous nanoporous solid basic catalyst which was prepared by silica functionalization with 3-aminopropyltriethoxysilane, can be easily removed from the reaction mixture by simple filtration, and also recovered and reused without noticeable loss of reactivity. 2-Aryloxazolo[4,5-b]pyridines have different pharmacological activities (anti-inflammatory, anti-pyretic, analgesic, antifungal). In the current method for the synthesis of 2-aryloxazolo [4,5-b]pyridines, no hazardous organic solvent was used and simplicity of the procedure provides significant improvements over many of other existing methods. Furthermore, the SBA-15-Pr-NH 2 with pore size of 6 nm can act as nano-reactor.

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An environmentally benign procedure for the synthesis of substituted 2-thiobenzothiazoles, 2-thiobenzoxazoles, 2-thiobenzimidazoles, and 1,3-oxazolopyridine-2-thiols

et al. 2011

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Fluorescence properties of the derivatives of oxazolo[4,5-b]pyridyne

Cited by 13 publications

References 13 publications

Acid-Catalyzed, Silica-Supported, One-Pot Benzoylation Route to Synthesize 2-(Substituted Phenyl)oxazolo[4,5-b]pyridines Under Ambient Conditions

Acid-Catalyzed, Silica-Supported, One-Pot Benzoylation Route to Synthesize 2-(Substituted Phenyl)oxazolo[4,5-b]pyridines Under Ambient Conditions

Facile microwave-assisted synthesis of 2-aryloxazolo[4,5-b]pyridines using SBA-Pr-NH2

An environmentally benign procedure for the synthesis of substituted 2-thiobenzothiazoles, 2-thiobenzoxazoles, 2-thiobenzimidazoles, and 1,3-oxazolopyridine-2-thiols

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