An isomerization reaction of 7-aryl-3-formylpyrazolo[1,5-]pyrimidines to 5-aroyl-NH-pyrazolo[3,4-]pyridines proceeding with high yields in aqueous NaOH under microwave conditions is reported. This unprecedented transformation occurs by adding and eliminating a water molecule an ANRORC mechanism (adding the nucleophile, ring-opening, and ring-closing) studied using DFT calculations. The product's utility was proved as they have aroyl and NH groups that simple methods and readily available reagents easily modified; likewise, their optical properties were studied, highlighting their high potential as highly emissive modular dyes ( up to 99%). NMR, HRMS, and X-ray diffraction analysis resolved the products' structures.
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| http://www.ncbi.nlm.nih.gov/pmc/articles/PMC11751703 | PMC |
| http://dx.doi.org/10.1039/d4ra06345g | DOI Listing |
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