ABSTRACT Tetrahydrofuranosyl-1,2,3-triazoles, synthesized by "Click chemistry", were tested as novel antifungal compounds. The results show a remarkable activity against Candida albicans ATCC 10231 expressed in a high MIC50 and MIC90 compared to traditional antifungals such as fluconazole.

Arilamidas primárias foram obtidas em bons rendimentos quando diversas arilmetilcetonas foram tratadas com iodo em amônia aquosa a temperatura ambiente.

Primary arylamides were obtained when several aryl methyl ketones were treated with iodine in aqueous ammonia at room temperature in goods yields.

An alternative synthesis for the preparation of miconazole, enilconazole and econazole is described. The process involves the intermolecular insertion of a carbenoid species to imidazole from α-diazoketones with copper acetylacetonate as the key reaction of the synthesis route.

Se describe una síntesis alternativa para la obtención de miconazol, enilconazol y econazol. El proceso involucra la inserción intermolecular de una especie carbenoide a imidazol a partir de α-diazocetonas con acetilacetonato de cobre como reacción clave de la ruta de síntesis.

The Rhodium (II) acetate catalyzed reaction of 3-diazo-1-(indol-3-yl)- propane-1,2-dione did not give the expected intramolecular cyclization product, affording only 3-acetylindole in 70% yield. A reaction mechanism which involves a Wolff rearrangement is proposed.

La reacción catalizada por acetato de rodio (II) de la 3-diazo-1-(3-indoil)-1,2-propanodiona no dio el producto de ciclación intramolecular esperado, generando solamente 3-acetilindol en un rendimiento del 70% . Se propone un mecanismo de reacción que involucra una transposición de Wolff.

The synthesis of 2-diazo-1-[2-(thiophen-2-ylmethoxy)-phenyl]-ethanone (1) is described. The procedure involves an aromatic nucleophilic substitution between the sodium 2-thiophenyl methoxide and 2-fluorobenzaldehyde, the subsequent mild-condition oxidation to the corresponding carboxylic acid, and final transformation through carbonic-carboxylic anhydride intermediate to the a-diazoketone. Treatment of compound 1 with catalytic amounts of rhodium (II) acetate gives the thienylmethyl benzofuranone 10 which comes from the [2,3] sigmatropic rearrangement of the oxonium ylide 9 derived from the rhodium carbenoid that is postulated as reaction intermediate key.

Se describe la síntesis de la 2-diazo-1-[2-(2-tiofenilmetoxi)-fenil]-etanona (1) la cual involucra la reacción de sustitución nucleofílica aromática del (2-tiofenil) metóxido de sodio con 2-flurorobenzaldehído, la oxidación en condiciones suaves del grupo aldehído al ácido carboxílico y posteriormente la transformación a α-diazocetona a través de un anhídrido carbónico-carboxílico como intermediario de reacción. El tratamiento del compuesto 1 con cantidades catalíticas de acetato de rodio (II) da la tiofenilmetil benzofuranona 10 por medio de una transposición sigmatrópica [2,3] del iluro de oxonio 9 derivado del carbenoide de rodio que se postula como intermediario de reacción.