Journal
CHEMISTRYSELECT
Volume 6, Issue 36, Pages 9599-9607Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/slct.202102538
Keywords
Indazole; Phosphorus heterocycles; Regioselectivity; Structure elucidation; X-ray diffraction
Categories
Funding
- FundacAo para a Ciencia e a Tecnologia (POCTI, POCI and FEDER programs) [POCI/QUI/55508/2004, PPCDT/QUI/55508/2004, PestOE/QUI/UI0619/2019, UIDP/00100/2020, UIDB/00100/2020, CEECIND/00283/2018]
- Fundação para a Ciência e a Tecnologia [2021.07742.BD, UIDP/00100/2020, POCI/QUI/55508/2004] Funding Source: FCT
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This study presented the synthesis and characterization of indazolephosphonic acid derivatives, as well as the evaluation of their structural features. The work contributes to a better understanding of the structural characteristics and potential applications of phosphonic acid derivatives.
Indazole is known as an important structural motif in medicinal chemistry and, recently, has also gained attention in other areas, such as materials chemistry, with many studies showing different potential applications for their regioisomers. Phosphonates are also a class of compounds with diverse applications, ranging from medicinal to material applications. Here we present the synthesis of 1H- and 2H-indazolephosphonic acid derivatives substituted at C-3, involving mono- or bisphosphonic acids, from their corresponding carboxylic acid and esters. These compounds were fully characterized, and their spectroscopic data were evaluated to identify and distinguish the structural scaffold of each phosphonic acid. Crystallization of [hydroxy(1-methyl-1H-indazol-3-yl)methanediyl]bis(phosphonic acid) 7 afforded crystals suitable for single crystal X-ray diffraction studies and its crystal structure details are also discussed.
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