Expedient synthesis of phenanthrenes via In(III)-catalyzed 6-exo-dig cycloisomerization.

Organic letters (2013-02-05)
Yongseok Kwon, Hyunkyung Cho, Sanghee Kim
RESUMO

This paper documents the first example of In(III)-catalyzed selective 6-exo-dig hydroarylation of o-propargylbiaryls and their subsequent double-bond migration to obtain functionalized phenanthrenes. Electron-rich biaryl substrates undergo hydroarylation more effectively, and the substrates with various types of substituents on the alkyne can also be smoothly and selectively converted to phenanthrenes.

MATERIAIS
Número do produto
Marca
Descrição do produto

Sigma-Aldrich
Indium, powder, 99.99% trace metals basis
Sigma-Aldrich
Indium, powder, −100 mesh, 99.99% trace metals basis
Sigma-Aldrich
Indium, beads, diam. 2-5 mm, 99.999% trace metals basis
Sigma-Aldrich
Indium, foil, thickness 0.1 mm, ≥99.995% trace metals basis
Sigma-Aldrich
Indium, foil, thickness 0.127 mm, 99.99% trace metals basis
Sigma-Aldrich
Indium, wire, diam. 1.0 mm, 99.995% trace metals basis
Sigma-Aldrich
Indium, foil, thickness 1.0 mm, 99.999% trace metals basis
Sigma-Aldrich
Indium, bars, 99.95%
Sigma-Aldrich
Indium, beads, diam. 2-5 mm, ≥99.9% trace metals basis
Sigma-Aldrich
Indium, powder, −60 mesh, 99.999% trace metals basis
Sigma-Aldrich
Indium, wire, diam. 0.25 mm, 99.999% trace metals basis
Sigma-Aldrich
Indium, wire, diam. 0.5 mm, 99.995% trace metals basis
Sigma-Aldrich
Indium, foil, thickness 0.25 mm, 99.995% trace metals basis
Sigma-Aldrich
Indium, wire, diam. 1.0 mm, 99.99% trace metals basis
Sigma-Aldrich
Indium, rod, diam. 6 mm, ≥99.999% trace metals basis
Sigma-Aldrich
Indium, wire, diam. 2.0 mm, 99.995% trace metals basis
Sigma-Aldrich
Indium, foil, thickness 0.5 mm, 99.999% trace metals basis
Sigma-Aldrich
Indium, wire, diam. 1.5 mm, 99.99% trace metals basis
Sigma-Aldrich
Indium, pieces, 99.99% trace metals basis
Sigma-Aldrich
Indium, foil, thickness 0.25 mm, 99.99% trace metals basis
Sigma-Aldrich
Indium, foil, thickness 0.5 mm, 99.99% trace metals basis