TY - JOUR
T1 - Programmed synthesis of arylthiazoles through sequential C-H couplings
AU - Tani, Satoshi
AU - Uehara, Takahiro N.
AU - Yamaguchi, Junichiro
AU - Itami, Kenichiro
PY - 2014/1
Y1 - 2014/1
N2 - 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.
AB - 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.
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U2 - 10.1039/c3sc52199k
DO - 10.1039/c3sc52199k
M3 - Article
AN - SCOPUS:84888580306
SN - 2041-6520
VL - 5
SP - 123
EP - 135
JO - Chemical Science
JF - Chemical Science
IS - 1
ER -