Bio-Based Amides from Renewable Isosorbide by a Direct and Atom-Economic Boric Acid Amidation Methodology
| Autor: | Sylvie Moebs-Sanchez, Florence Popowycz, Marine Janvier |
|---|---|
| Přispěvatelé: | Chimie Organique et Bioorganique (COB), Institut de Chimie et Biochimie Moléculaires et Supramoléculaires (ICBMS), Université Claude Bernard Lyon 1 (UCBL), Université de Lyon-Université de Lyon-Institut National des Sciences Appliquées de Lyon (INSA Lyon), Université de Lyon-Institut National des Sciences Appliquées (INSA)-Institut National des Sciences Appliquées (INSA)-École Supérieure Chimie Physique Électronique de Lyon-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)-Université Claude Bernard Lyon 1 (UCBL), Université de Lyon-Institut National des Sciences Appliquées (INSA)-Institut National des Sciences Appliquées (INSA)-École Supérieure Chimie Physique Électronique de Lyon-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS) |
| Rok vydání: | 2016 |
| Předmět: |
chemistry.chemical_classification
Isosorbide [CHIM.ORGA]Chemical Sciences/Organic chemistry 010405 organic chemistry Isatin Organic Chemistry Polymer 010402 general chemistry 01 natural sciences Coupling reaction 0104 chemical sciences Amino acid Boric acid chemistry.chemical_compound chemistry Organocatalysis medicine Surface modification Organic chemistry [SDV.BBM.BC]Life Sciences [q-bio]/Biochemistry Molecular Biology/Biochemistry [q-bio.BM] Physical and Theoretical Chemistry medicine.drug |
| Zdroj: | European Journal of Organic Chemistry European Journal of Organic Chemistry, Wiley-VCH Verlag, 2016, 2016 (13), pp.2308-2318. ⟨10.1002/ejoc.201600186⟩ |
| ISSN: | 1434-193X 1099-0690 |
| DOI: | 10.1002/ejoc.201600186 |
| Popis: | International audience; The functionalization of bio-sourced isohexides has proved challenging over the last number of years, especially in polymer and medicinal chemistry. We report herein the synthesis of bio-based amido-isohexides by the known boric acid catalysed amidation reaction. The coupling reaction was successfully performed with aliphatic and aromatic carboxylic acids. The extension of the scope of the reaction to eight Boc-protected amino acids is also described, the products being obtained in moderate to good yields. A preliminary screening of these new potential organocatalysts was carried out for the aldolization of isatin. |
| Databáze: | OpenAIRE |
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