1238892-19-7Relevant academic research and scientific papers
Synthesis of 3-selanylbenzo[: B] furans promoted by SelectFluor
Andia Sandagorda, Eduardo Martarelo,Schumacher, Ricardo Frederico,Diem Ferreira Xavier, Maurício Carpe,Santos Neto, José Sebasti?o,Silva, Márcio Santos
, p. 13975 - 13983 (2020/04/23)
A simple and practical protocol for the synthesis of 3-selanyl-benzo[b]furans mediated by the SelectFluor reagent was developed. This novel methodology provided a greener alternative to generate 3-substituted-benzo[b]furans via a metal-free procedure unde
Selenocystine Peptides Performance in 5-endo-dig Reactions
Lapcinska, Sindija,Arsenyan, Pavel
, p. 784 - 795 (2020/02/15)
Herein, we present methods for the generation of selenocysteinyl electrophile by weak Lewis acids or oxidants. The electrophilic selenium species were further utilized in 5-endo-dig cyclization reactions with 2-ethynyl phenols, anisoles, and anilines, yie
FeCl3-Diorganyl dichalcogenides promoted cyclization of 2-alkynylanisoles to 3-chalcogen benzo[ b ]furans
Gay, Rafaela M.,Manarin, Flavia,Schneider, Caroline C.,Barancelli, Daniela A.,Costa, Michael D.,Zeni, Gilson
supporting information; experimental part, p. 5701 - 5706 (2010/10/03)
A general synthesis of 3-chalcogen benzo[b]furans from the readily available 2-alkynylanisoles, via FeCl3/diorganyl dichalcogenides intramolecular cyclization, has been developed. Aryl and alkyl groups directly bonded to the chalcogen atom were used as cycling agents. The results revealed that the reaction significantly depends on the electronic effects of substituents in the aromatic ring bonded to the selenium atom of the diselenide species. We observed that the pathway of reaction was not sensitive to the nature of substituents in the aromatic ring of anisole since both the electron-donating and the electron-withdrawing groups delivered the products in similar yields. In addition, the obtained heterocycles were readily transformed to more complex products by using a chalcogen/lithium exchange reaction with n-BuLi followed by trapping of the lithium intermediate with aldehydes, furnishing the desired secondary alcohols in good yields.
