Iron(III) Chloride/Diorganyl Diselenides‐Promoted Regioselective Cyclization of Alkynyl Aryl Ketones: Synthesis of 3‐Organoselenyl Chromenones under Ambient Atmosphere

Benhur Godoi, Adriane Sperança, César Augusto Brüning, Davi F. Back, Cristina W. Nogueira, Gilson Zeni

Advanced Synthesis & Catalysis · 2011 · 41 citations · 77 references

Concepts

Abstract

Abstract An efficient and environmentally benign synthesis of 3‐organoselenylchromenones was accomplished via iron(III) chloride/diorganyl diselenides‐promoted intramolecular 6‐ endo‐dig cyclization of alkynyl aryl ketone derivatives. The cyclization reactions proceeded cleanly under mild reaction conditions, and the desired chromenone derivatives were smoothly isolated in good yields. The methodology proved to be highly regioselective, giving only the six‐membered regioisomers and was carried out using iron(III) chloride/diorganyl diselenide at room temperature and under ambient atmosphere, which could be considered an economic and eco ‐ friendly protocol.

References

77