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Synthesis 2021; 53(02): 296-308
DOI: 10.1055/s-0040-1707318
DOI: 10.1055/s-0040-1707318
feature
Biobased Spiroimides from Itaconic Acid and Formamides: Molecular Targets for a Novel Synthetic Application of Renewable Chemicals
We thank the Conselho Nacional de Desenvolvimento Científico e Tecnológico (National Council for Scientific and Technological Development, CNPq, grant no. 312751/2018-4), Coordenação de Aperfeiçoamento de Pessoal de Nível Superior (Coordination for the Improvement of Higher Education Personnel, CAPES), and Fundação de Amparo à Pesquisa do Estado de São Paulo (The São Paulo Research Foundation, FAPESP, grant nos. 2017/02854-8, 2018/07152-4, and 2019/10762-1) for financial support.
Abstract
Spiroimides exhibit a wide range of biological activities, such as anticonvulsant, antiarrhythmic, and antihyperglycemic activities. Herein, a novel synthetic application of renewable chemicals, itaconic acid and formamides, is described. Proper exploitation of the reactivity of itaconic acid and formamide allows for the development of an efficient synthetic approach for the production of several new biobased spiroimides, spiro[dihydroquinolin-2-one-succinimides] and spiro[indolin-2-one-glutarimides], in excellent overall yields (up to 98%).
Supporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0040-1707318.
- Supporting Information
Publication History
Received: 17 June 2020
Accepted after revision: 08 September 2020
Article published online:
20 October 2020
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