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

Mykhaylo V. Vovk 1,* email, Oleksandr M. Pinchuk 1 , Andrij O. Tolmachov 2  and Andrei A. Gakh 3,* email
1 Institute of Organic Chemistry, NAS of Ukraine, Murmanska 5, 02094 Kyiv, Ukraine 2 National Taras Shevchenko University, Volodymyrs`ka 62, 01033 Kyiv, Ukraine 3 Oak Ridge National Laboratory, Oak Ridge, TN 37831-6242, USA
* Authors to whom correspondence should be addressed.
Received: 26 December 2009; in revised form: 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

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MDPI and ACS Style

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.

AMA Style

Vovk MV, Pinchuk OM, Tolmachov AO, Gakh AA. Synthesis of 1-(4-Trifluoromethoxyphenyl)-2,5-dimethyl-3-(2-R-thiazol-4-yl)-1H-pyrroles via Chain Heterocyclization. Molecules. 2010; 15(2):997-1006.

Chicago/Turabian Style

Vovk, Mykhaylo V.; Pinchuk, Oleksandr M.; Tolmachov, Andrij O.; Gakh, Andrei A. 2010. "Synthesis of 1-(4-Trifluoromethoxyphenyl)-2,5-dimethyl-3-(2-R-thiazol-4-yl)-1H-pyrroles via Chain Heterocyclization." Molecules 15, no. 2: 997-1006.

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