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Molecules 2010, 15(2), 997-1006; doi:10.3390/molecules15020997
Article

Synthesis of 1-(4-Trifluoromethoxyphenyl)-2,5-dimethyl-3-(2-R-thiazol-4-yl)-1H-pyrroles via Chain Heterocyclization

1,* , 1, 2 and 3,*
Received: 26 December 2009 / Revised: 22 February 2010 / Accepted: 22 February 2010 / Published: 23 February 2010
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Abstract

The title compounds, (4-trifluoromethoxyphenyl)-2,5-dimethyl-3-(2-R-thiazol-4-yl)-1H-pyrroles, were prepared in four steps starting from commercially available 4-trifluoromethoxyaniline. The pyrrole (second ring) was added in one step using the Paal-Knorr method. The thiazole (third ring) was added in three steps using chloroacylation with chloroacetonitrile followed by heterocyclization with thioamides/thioureas.
Keywords: pyrrole; fluorinated heterocycles; Paal-Knorr reaction; trifluoromethoxy group; chain heterocyclization pyrrole; fluorinated heterocycles; Paal-Knorr reaction; trifluoromethoxy group; chain heterocyclization
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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Vovk, M.V.; Pinchuk, O.M.; Tolmachov, A.O.; Gakh, A.A. Synthesis of 1-(4-Trifluoromethoxyphenyl)-2,5-dimethyl-3-(2-R-thiazol-4-yl)-1H-pyrroles via Chain Heterocyclization. Molecules 2010, 15, 997-1006.

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