TiCl4-Catalyzed Indirect Anti-Markovnikov Hydration of Alkynes: Application to the Synthesis of Benzo[b]furans
Lutz Ackermann* and Ludwig T. Kaspar
*Institut für Organische und Biomolekulare Chemie,
Georg-August-Universitaet Goettingen, Tammannstr. 2, D-37077 Goettingen, Germany, Email:
Lutz.Ackermann
chemie.uni-goettingen.de
L. Ackermann, L. T. Kaspar, J. Org. Chem., 2007, 72, 6149-6153.
DOI: 10.1021/jo070887i
Abstract
An efficient, indirect anti-Markovnikov hydration of unsymmetrically substituted terminal and internal alkynes is based on TiCl4-catalyzed hydroamination reactions. Its application to ortho-alkynylhaloarenes, followed by a copper-catalyzed O-arylation, provides substituted benzo[b]furans.
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Key Words
hydration of alkynes, benzo[b]furans
ID: J42-Y2007-2530
