Formation of 4-N-Arylamino-1-butanol Derivatives from Aromatic Nitro Compounds via a Novel Palladium-Catalyzed Tetrahydrofuran Ring-Opening Reaction

Abstract

4-N-Arylamino-1-butanol derivatives are produced via a palladium-catalyzed tetrahydrofuran ring-opening reaction. This reaction occurs during the reduction of aromatic nitro groups with polymethylhydrosiloxane (PMHS) and potassium fluoride in the presence of hydrogen peroxide. This represents a novel route for the synthesis of 4-N-arylamino-1-butanols.

GRAPHICAL ABSTRACT

Keywords:

• 4-Amino-1-butanol
• nitro
• palladium-catalyzed
• reduction
• ring opening
• siloxane
• tetrahydrofuran

ACKNOWLEDGMENT

This research was supported by the National Institute for Cellular Biotechnology under the Programme for Research in Third Level Institutions (PRTLI, round 3, 2001-2006).

Notes

^a No reaction.