The Photochemistry of 1-Alkenyl-Substituted-1,2,3-Triazoles Leading to Formation of Pyrrole Derivatives

Al-Jalal, N. A.; Al‐Awadi, Nouria A.; Ibrahim, Maher R.; Elnagdi, Μ. H.

doi:10.5539/ijc.v5n4p80

Cited by 3 publications

(1 citation statement)

References 21 publications

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“…Also, benzoxazine-2,4-diones are important precursors in the synthesis of several potent compounds as antipsychotic, anti-inflammatory, bronchodilators and antimicrobial drugs (8). Thus, several paths for the synthesis of benzoxazinediones from anthranilic acid derivatives (9), isatin (10), allenamides (11), carbamoylbenzoic acid (12), 2-hydroxybenzoic acid (13), anacardic acid (14), sodium azide with sulfuric acid (15) and phthalimide (16) have been reported. In recent years, the reaction of trimethylsilyl azide (TMSA) with five-membered heterocyclic anhydride has been extensively used (17).…”

Section: Introductionmentioning

confidence: 99%

Microwave-assisted synthesis of benzoxazinediones under solvent-free conditions

Sarmiento-Sánchez

Ochoa-Terán

Picos-Corrales

et al. 2016

Green Chemistry Letters and Reviews

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Benzoxazinediones exhibit potential as versatile synthons in the synthesis of wide variety of heterocyclic compounds with biological activity. In this work, an efficient and eco-friendly onestep synthesis of benzoxazine-2,4-diones from phthalic anhydrides derivatives and trimethylsilyl azide using the microwave technique was developed and compared with conventional heating. Microwave irradiation plays a critical role in driving the reaction and providing access to products and/or regioisomers not available from conventional heating. Thus, the regioselectivity of the reaction may be modulated by the irradiation time. Depending on the method employed the benzoxazinediones were isolated with yields in the range of 30-90%.

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