Bright light rings: The direct coupling of phenylazoles with an internal alkyne proceeds efficiently in the presence of a rhodium catalyst and a copper oxidant to selectively give either the 1-naphthyl- or 1-anthrylazole derivatives through the cleavage of multiple CH bonds (see scheme; 1-naphthylazole derivative not shown). Some of the products exhibit intense fluorescence in the solid state.
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Umeda et al. (2008) studied this question.
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