| Texto completo | |
| Autor(es): |
Ferreira, Lucas Coral
;
Galaverna, Renan de Souza
;
Mcbride, Tom
;
Silva, Rodrigo Costa e
;
Browne, Duncan L.
;
Pastre, Julio Cezar
Número total de Autores: 6
|
| Tipo de documento: | Artigo Científico |
| Fonte: | REACTION CHEMISTRY & ENGINEERING; v. N/A, p. 6-pg., 2025-02-10. |
| Resumo | |
Herein, we present a versatile and efficient continuous flow protocol for the synthesis of structurally diverse butenolides and coumarins through the in situ generation of acylketenes via the retro hetero-Diels-Alder reaction of dioxinones with alpha-hydroxy-ketones and salicylaldehydes, respectively. This protocol enabled the synthesis of 5 examples of butenolides with yields ranging from 30 to 91% and 16 examples of coumarins with yields ranging from 30 to 99%. The versatility and practicality of the protocol were demonstrated by the gram-scale synthesis of a biologically relevant gamma-spiro butenolide core, as well as the production of benzo-coumarins. Modern medicinal chemistry demands both scalability and the ability to synthesize structurally diverse compounds in a single synthetic platform, and our methodology effectively addresses these challenges in a fast and safer manner. (AU) | |
| Processo FAPESP: | 21/06661-5 - Tecnologias facilitadoras para a síntese química sustentável de moléculas plataforma, novas entidades químicas e compostos bioativos |
| Beneficiário: | Júlio Cezar Pastre |
| Modalidade de apoio: | Auxílio à Pesquisa - Programa BIOEN - Jovens Pesquisadores - Fase 2 |
| Processo FAPESP: | 23/07466-7 - Desenvolvimento de Plataformas de Auto-Otimização para a Síntese Multi-Etapas de IFAs. |
| Beneficiário: | Rodrigo Costa e Silva |
| Modalidade de apoio: | Bolsas no Brasil - Pós-Doutorado |