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Synfacts 2009(11): 1201-1201  
DOI: 10.1055/s-0029-1218139
Synthesis of Heterocycles
© Georg Thieme Verlag Stuttgart ˙ New York

FeCl3-Catalyzed Synthesis of N-Substituted Pyrroles in Water

Contributor(s): Victor Snieckus, Johnathan Board
N. Azizi*, A. Khajeh-Amiri, H. Ghafuri, M. Bolourtchian, M. Reza Saidi
Chemistry & Chemical Engineering Research Center of Iran and Sharif University of Technology, Tehran, Iran
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Publication History

Publication Date:
22 October 2009 (online)

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Significance

Reported is the synthesis of N-alkyl, N-aryl, N-sulfonyl, and N-acyl pyrroles through the iron chloride catalyzed reaction of the requisite amine with 2,5-dimethoxytetrahydrofuran in water. It is likely that the true catalyst is HCl from the reaction of iron chloride with water, as other acids such as HCl and AcOH were also effective in the reaction (10 comparisons of HCl and AcOH with FeCl3 were given).