From simple beginnings: A novel Cu-promoted direct incorporation of nitrogen into simple hydrocarbon molecules under mild and neutral reaction conditions is described. 1,5-Disubstituted tetrazoles are efficiently constructed by two CH and one CC bond cleavages (see scheme; TMS=trimethylsilyl). This protocol provides a new and unique strategy to functionalize simple and readily available hydrocarbon molecules.
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Chen et al. (2011) studied this question.