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A series of halogenated systems for pyrazolo[1,5- a ]pyrimidines have been developed. Selective transformations of pyrazolo[1,5- a ]pyrimidines by mono- and di-iodination were achieved by varying the ratio of pyrazolo[1,5- a ]pyrimidines to NIS. In addition, the reaction of pyrazolo[1,5- a ]pyrimidines with NBS or NCS uniquely gave dibrominated or dichlorinated products. The wide range of substrates, good functional group tolerance and gram-scale synthesis further demonstrate the application potential of this reaction. This work provides an efficient method for the construction of structurally diverse halogenated pyrazolo[1,5- a ]pyrimidine derivatives.

Halogenation of Pyrazolo[1,5-a]Pyrimidines with NXS