Methyl 8- and 5-Bromo-1,4-Benzodioxane-2-carboxylate: Unambiguous Identification of the Two Regioisomers

Autor: Edoardo Armano, Alessandro Giraudo, Marco Pallavicini, Cristiano Bolchi
Jazyk: angličtina
Rok vydání: 2023
Předmět:
Zdroj: Molbank, Vol 2023, Iss 2, p M1623 (2023)
Druh dokumentu: article
ISSN: 1422-8599
DOI: 10.3390/M1623
Popis: A variety of biological active compounds can be classified as 2-substituted 1,4-benzodioxanes bearing one or more substituents at the benzene. The synthesis of these important templates can be approached by different strategies. The most straightforward ones generally lead to mixtures of positional isomers, whose identification can be more problematic than separation. Here, we unambiguously elucidate, by HSQC and HMBC NMR analyses, the structure of methyl 8- and 5-bromo-1,4-benzodioxane-2-carboxylate, two versatile synthetic intermediates that are one-step-obtainable from commercial products and easily separable. As conceived, the identification procedure is, in principle, generalizable to any pair of 2-substituted 1,4-benzodioxanes bearing an X substituent at C(8) or C(5).
Databáze: Directory of Open Access Journals
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