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Keywords = 8-nitro-1,4-benzodioxane-2-carboxylate

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7 pages, 1991 KiB  
Short Note
Methyl 8- and 5-Nitro-1,4-Benzodioxane-2-Carboxylate
by Edoardo Armano, Alessandro Giraudo, Camillo Morano, Marco Pallavicini and Cristiano Bolchi
Molbank 2023, 2023(2), M1661; https://doi.org/10.3390/M1661 - 6 Jun 2023
Cited by 1 | Viewed by 1565
Abstract
2-Substituted 1,4-benzodioxanes bearing one or more substituents at benzene are important templates in the design and synthesis of a large variety of biologically active compounds. One of the most straightforward synthetic strategies to prepare them in racemic form and with a 2-substituent susceptible [...] Read more.
2-Substituted 1,4-benzodioxanes bearing one or more substituents at benzene are important templates in the design and synthesis of a large variety of biologically active compounds. One of the most straightforward synthetic strategies to prepare them in racemic form and with a 2-substituent susceptible to further synthetically useful conversions is the condensation of commercially available methyl 2,3-dibromopropionate with already suitably functionalized catechol. Here, we obtain methyl 8- and 5-nitro-1,4-benzodioxane-2-carboxylate by reaction of methyl 2,3-dibromopropionate with 3-nitrocatechol. After separation, the two positional isomers could be unequivocally identified by HMBC NMR analysis. Full article
(This article belongs to the Section Organic Synthesis and Biosynthesis)
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