Metal- and photocatalyst-free synthesis of 3-selenylindoles and asymmetric diarylselenides promoted by visible light

HEREDIA, ADRIÁN A.; LEMIR, IGNACIO D.; SCHMIDT, LUCIANA C.; LEMIR, IGNACIO D.; SCHMIDT, LUCIANA C.; CASTRO-GODOY, WILLBER D.; ARGÜELLO, JUAN E.; CASTRO-GODOY, WILLBER D.; ARGÜELLO, JUAN E.; HEREDIA, ADRIÁN A.

RSC Advances

Royal Society of Chemistry

Lugar: Cambridge; Año: 2019 vol. 9 p. 22685 - 22694

2046-2069

A novel and sustainable procedure was developed for the synthesis of 3-selenylindoles employing diorganyl diselenides and indoles or electron-rich arenes as starting materials. Visible blue light was used to promote the reaction without employing transition metal complexes or organic photocatalysts as sensitizers. Additives such as strong oxidants or bases were not required. Moreover, ethanol was employed as a benign solvent under mild reaction conditions. Through this easy and eco-friendly approach, several 3-selenylindoles and a number of asymmetric diarylselenides were obtained in good to excellent isolated yields.