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  • Synthesis of 2,3-disubstituted benzo[b]furans by the palladium-catalyzed coupling of o-iodoanisoles and terminal alkynes, followed by electrophilic cyclization.

Synthesis of 2,3-disubstituted benzo[b]furans by the palladium-catalyzed coupling of o-iodoanisoles and terminal alkynes, followed by electrophilic cyclization.

The Journal of organic chemistry (2005-12-06)
Dawei Yue, Tuanli Yao, Richard C Larock
ZUSAMMENFASSUNG

[reaction: see text] 2,3-Disubstituted benzo[b]furans are readily prepared under very mild reaction conditions by the palladium/copper-catalyzed cross-coupling of various o-iodoanisoles and terminal alkynes, followed by electrophilic cyclization with I2, PhSeCl, or p-O2NC6H4SCl. Aryl- and vinylic-substituted alkynes undergo electrophilic cyclization in excellent yields. Biologically important furopyridines can be prepared by this approach in high yields.

MATERIALIEN
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Produktbeschreibung

Sigma-Aldrich
2-Iodanisol, 98%
Sigma-Aldrich
1-Brom-2,4-dimethoxybenzol, 97%