Synthesis of Pyrrole-Fused C,N-Cyclic Azomethine Imines and Pyrazolopyrrolopyrazines: Analysis of Their Aromaticity Using Nucleus-Independent Chemical Shifts Values

2016-02-05
Ozer, Merve Sinem
Menges, Nurettin
Keskin, Selbi
ŞAHİN, Ertan
Balcı, Metin
The AgOTf-catalyzed reaction of C-2 substituted pyrrole hydrazones having an N-propargyl group was studied. The selective 6-endo-dig mode of cyclization was observed, giving rise to the formation of pyrrole-fused C,N-cyclic azomethine imine derivatives. The reaction of one azomethine imine derivative with various dipolarophiles resulted in the formation of cycloadducts having a pyrazolopyrrolopyrazine skeleton. The aromaticity of C,N-cyclic azomethine imines as well as that of pyrazolopyrrolopyrazines was determined by calculating of nucleus-independent chemical shifts values.

Citation Formats
M. S. Ozer, N. Menges, S. Keskin, E. ŞAHİN, and M. Balcı, “Synthesis of Pyrrole-Fused C,N-Cyclic Azomethine Imines and Pyrazolopyrrolopyrazines: Analysis of Their Aromaticity Using Nucleus-Independent Chemical Shifts Values,” ORGANIC LETTERS, vol. 18, no. 3, pp. 408–411, 2016, Accessed: 00, 2020. [Online]. Available: https://hdl.handle.net/11511/51312.