425392-56-9Relevant academic research and scientific papers
Solution versus fluorous versus solid-phase synthesis of 2,5-disubstituted 1,3-azoles. Preliminary antibacterial activity studies
Sanz-Cervera, Juan F.,Blasco, Rauel,Piera, Julio,Cynamon, Michael,Ibanez, Ignacio,Murguia, Marcelo,Fustero, Santos
experimental part, p. 8988 - 8996 (2010/03/24)
(Chemical Equation Presented) A small library of compounds with an oxa(thia)zole scaffold and structural diversity in both positions 2 and 5 has been synthesized. Double acylation of a protected glycine affords intermediate α-amido-β-ketoesters, which in turn can be dehydrated to afford 1,3-oxazoles or reacted with Lawesson's reagent to furnish 1,3-thiazoles. This procedure was designed with its adaptation to fluorous techniques in mind. Thus, when a protected glycine with a fluorous tag in the ester moiety is used as a starting material, the synthesis can be easily completed without column chromatography purification of intermediate compounds with good to excellent yields, thus affording a suitable entry to the preparation of small libraries of these bioactive compounds. The prepared oxa(thia)zoles were assayed for their antibacterial activity, and several of them were active against Staphylococcus aureus.
Fused polycyclic nitrogen-containing heterocycles: VIII. Friedel-Crafts intramolecular cyclization of 5-phenylthiazole-4-carboxylic acids - A new route to indeno[2,1-d]thiazoles
Mamedov,Gubaidullin,Nurkhametova,Litvinov,Levin
, p. 534 - 542 (2007/10/03)
Friedel-Crafts intramolecular cyclization in the presence of polyphosphoric acid of 2-substituted 5-phenylthiazole-4-carboxylic acids, which are obtained by alkaline hydrolysis of the corresponding esters, leads to indeno[2,1-d]thiazoles. According to the
Regiocontrolled Synthesis of Substituted Thiazoles
Hodgetts, Kevin J.,Kershaw, Mark T.
, p. 1363 - 1365 (2007/10/03)
(Formula Presented) The regiocontrolled synthesis of 2,5-disubstituted and 2,4,5-trisubstituted thiazoles from ethyl 2-bromo-5-chloro-4-thiazolecarboxylate 1 using sequential palladium-catalyzed coupling reactions is described.
