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Issue 1, 2014
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Programmed synthesis of arylthiazoles through sequential C–H couplings

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Abstract

A programmed synthesis of privileged arylthiazoles via sequential C–H couplings catalyzed by palladium or nickel catalysts has been accomplished. This versatile protocol can supply all possible arylthiazole substitution patterns (2-aryl, 4-aryl, 5-aryl, 2,4-diaryl, 2,5-diaryl, 4,5-diaryl, and 2,4,5-triaryl) from an unfunctionalized thiazole platform by 11 distinct synthetic routes. We have generated over 150 arylthiazoles by using this methodology. We have applied this method to the rapid synthesis of fatostatin (SREBP inhibitor), and the gram-scale synthesis of triarylthiazoles has been demonstrated.

Graphical abstract: Programmed synthesis of arylthiazoles through sequential C–H couplings

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Article information


Submitted
06 Aug 2013
Accepted
11 Sep 2013
First published
17 Sep 2013

Chem. Sci., 2014,5, 123-135
Article type
Edge Article

Programmed synthesis of arylthiazoles through sequential C–H couplings

S. Tani, T. N. Uehara, J. Yamaguchi and K. Itami, Chem. Sci., 2014, 5, 123
DOI: 10.1039/C3SC52199K

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