Síntese de derivados de dihidronafto[c]furanos e fenantrenos via processo de carbociclização intramolecular
n this work, we reported the study developed for the preparation of substituted dihydronaphtho[c]furans and phenanthrenes via intramolecular cyclization process. Firstly, a variety of dihydronaphtho[c]furans 2 was prepared by the reaction of bis-propargyl ethers 1 with a catalytic amount of t-BuOK....
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| Tipo de recurso: | tesis doctoral |
| Estado: | Versión publicada |
| Fecha de publicación: | 2016 |
| País: | Brasil |
| Institución: | Universidade Federal de Santa Maria (UFSM) |
| Repositorio: | Manancial - Repositório Digital da UFSM |
| Idioma: | portugués |
| OAI Identifier: | oai:repositorio.ufsm.br:1/21563 |
| Acceso en línea: | http://repositorio.ufsm.br/handle/1/21563 |
| Access Level: | acceso abierto |
| Palabra clave: | Carbociclização Dihidronafto[c]furanos Fenantrenos Carboyclization Dihydronaphtho[c]furans Phenanthrenes CNPQ::CIENCIAS EXATAS E DA TERRA::QUIMICA |
| Sumario: | n this work, we reported the study developed for the preparation of substituted dihydronaphtho[c]furans and phenanthrenes via intramolecular cyclization process. Firstly, a variety of dihydronaphtho[c]furans 2 was prepared by the reaction of bis-propargyl ethers 1 with a catalytic amount of t-BuOK. Subsequently, the o-ethynyl-biphenyls 3 were subjected to carbocyclization reaction mediated by I2 and a catalytic amount of K2CO3, which allowed the synthesis of 9-iodo-10-organochalcogen-phenanthrenes 4. Yet, the o-ethynyl-biphenyls 3 carbocyclization reaction promoted by diorganyl diselenides and FeCl3, lead to 9- organochalcogen-phenanthrenes 5. The methodologies proceeded selectively, furnishing the products in good yields under mild reactions conditions. |
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