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Iron-Catalyzed Inexpensive and Practical Synthesis of N-Substituted Pyrroles in Water

Najmedin Azizi*, Alireza Khajeh-Amiri, Hossein Ghafuri, Mohammad Bolourtchian, Mohammad Reza Saidi

*Chemistry & Chemical Engineering Research Center of Iran, P.O. Box 14335-186, Tehran, Iran, Email:

N. Azizi, A. Khajeh-Amiri, H. Ghafuri, M. Bolourtchian, M. R. Saidi, Synlett, 2009, 2245-2248.

DOI: 10.1055/s-0029-1217799

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An operationally simple, practical, and economical Paal-Knorr pyrrole condensation of 2,5-dimethoxytetrahydrofuran with various amines and sulfonamines in water in the presence of a catalytic amount of iron(III) chloride allows the synthesis of N-substituted pyrroles under very mild reaction conditions in good to excellent yields.

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Key Words

pyrroles, Paal-Knorr pyrrole synthesis, amines, iron, water chemistry, green chemistry, dimethoxytetrahydrofuran

ID: J60-Y2009-2580