Concepedia

Publication | Closed Access

Highly Selective Three-Component Coupling of Ethyl Propiolate, Alkenes, and Diphenyl Diselenide under Visible-Light Irradiation

DOI

52

Citations

0

References

1999

Year

Akiya Ogawa, Mikio Doi, Ikuko Ogawa, Toshikazu Hirao
Angewandte Chemie International Edition

Abstract

Just the right strength of carbon-radical trapping by diphenyl diselenide facilitates its selective three-component coupling with an electron-poor alkyne and an electron-rich alkene [Eq. (1)]. In contrast, (PhS)<sub>2</sub> is too weak and (PhTe)<sub>2</sub> too strong a radical trap, and polymerization of the unsaturated compounds and addition of (PhTe)<sub>2</sub> to the alkyne occur, respectively.