An NMR and Computational Study of Azolo[a]pyrimidines with Special Emphasis on Pyrazolo[1,5-a]pyrimidines

作者:Aggarwal Ranjana*; Kumar Virender; Singh Gulshan; Sanz Dionisia; Claramunt Rosa M; Alkorta Ibon; Sanchez Sanz Goar; Elguero Jose
来源:Journal of Heterocyclic Chemistry, 2015, 52(2): 336-345.
DOI:10.1002/jhet.1955

摘要

The reaction of 3(5)-amino-5(3)-hydrazinopyrazole, a bifunctional compound, with 3-oxo-3-phenylpropanenitrile and two of its p-substituted derivatives affords 2,5-diaryl-7-aminopyrazolo[1,5-a]pyrimidines. A mechanism for this unexpected reaction involving the formation of hydrazine is proposed. The position of the aryl substituents on the bicyclic ring has been established by the combined use of NMR and DFT calculations. Moreover, the chemical shifts have been calculated, and some general rules have been withdrawn.

  • 出版日期2015-3