Synthesis of 5-(4-Methoxy-phenyl)-thiazole-2 ..

A new multi-component reaction (MCR) of oxo components, primary amines, thiocarboxylic acids and a special isocyanide yielding 2,4-disubstituted thiazoles is described. This one-pot, one-step reaction is an alternative to current methods of thiazole ring formation and can be applied to combinatorial chemistry as well as in the total synthesis of thiazole containing natural products.

Thiazole synthesis - Organic chemistry

Various laboratory methods exist for the organic synthesis of thiazoles

Synthesis of 1,3-oxazoles - Organic Chemistry Portal

Synthesis of [3-methyl-5-oxo-4-(phenyl hydrazono) 4,5-hydrazono)-4,5-dihydro-pyrazol-1-yl]-acetic acid N|-(4-substituted-thiazole-2-yl)-hydrazide XV: A mixture of [3-methyl-5-oxo-4-(phenyl hydrazono)-4,5-dihydro pyrazol-1-yl]-acetothiosemi-carbazone XIV (0.01 mole) in DMF (10 mL) and various bromoacetyl derivatives (0.01 mole) in ethanol (10 mL) was stirred at room temperature for about 2 hours. The solid separated was filtered, dried and recrystallized from ethanol-DMF mixture.

Classical oxazole synthetic methods in organic chemistry are

During 2009, six reports related to the synthesis of largazole and/or analogs were published [–]. A significant increase in potency with a pyridine substitution of the thiazole was reported. In addition, it was demonstrated that the methyl substituent of the thiazoline ring is nonessential for the dramatic potency of the natural product. In contrast, substitution of the thiazoline by thiazol, diminishes the activity [].


The chemistry of isatins: a review from 1975 to 1999 - …

An enantioselective, convergent, total synthesis of the antiviral marine natural product (−)-hennoxazole A (67), , was completed in 17 steps, longest linear sequence, from serine methyl ester and in nine steps from an achiral bis-oxazole intermediate. Elaboration of a thiazolidinethione allowed for rapid assembly of the pyran-based ring system. Key late-stage coupling was effected by deprotonation of the bisoxazole methyl group, followed by alkylation with an allylic bromide side chain segment [,].

The Chemistry of Isatins: a Review from 1975 to 1999

One of the synthetic methods has been carried out through successive steps of condensation of aminobenzothiazole with diethyl ethoxymethylenemalonate, Gould-Jacobs reaction, N-alkylation and hydrolysis.

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