| Summary: | The synthesis and structural diversification of <i>N</i>-heterocycles systems have attracted much attention because of their potential applications. Three 6-aryl-3-methyl-1-phenyl-1<i>H</i>-pyrazolo[3,4-<i>b</i>]pyridine-5-carbaldehyde <b>4</b> derivatives, in reaction with acetophenones <b>5</b>, via conventional Claisen–Schmidt condensation reactions, generated the respective enones. The enones were used as electron-deficient olefins in a “<i>formal</i>” [2+3] cycloaddition reaction using <i>p</i>-tosylmethyl isocyanide—TosMIC <b>7</b>. This protocol allows access to 3-(substituted aroyl)-4-heteroaryl pyrrole derivatives by the Van Leusen method.
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