Regioselective synthesis of substituted naphthalenes: a novel de novo approach based on a metal-free protocol for stepwise cycloaddition of o-alkynylbenzaldehyde derivatives with either alkynes or alkenes.
[reaction: see text]. Iodonium ions, o-alkynyl-substituted carbonyl compounds, and alkynes react to give 1-iodonaphthalene derivatives featuring interesting substitution patterns. The reaction with alkenes instead of acetylenes affords related naphthyl ketone derivatives. These two metal-free processes are conducted at room temperature and furnish products in a regioselective manner.
Instituto Universitario de Química Organometálica Enrique Moles-Unidad Asociada al C.S.I.C., Universidad de Oviedo, Julián Claveria, 8, 33006 Oviedo Spain. barluenga@sauron.quimica.uniovi.es
José
J
Barluenga
Henar
H
Vázquez-Villa
Alfredo
A
Ballesteros
José M
JM
González