SYNTHESIS AND REACTIVITY OF PYRROLO[1,2-A]QUINOXALINES - CRYSTAL STRUCTURE AND AM1 CALCULATION

摘要

2-Methylquinoxaline reacts with ethyl bromopyruvate giving 2-substituted pyrrolo[l,2-a]quinoxalines. The yield of the condensation depends on the functionalization of starting materials, and optimization is obtained with 2-dimethyiamino-3-methylquinoxaline (1c). Reactivity of the resulting pyrrolo[l,2-a]quinoxalines was investigated and supported by a theoretical approach (AM1 calculation performed with the MOPAC 6.0 software). X-ray analysis of 5 which crystallizes in the monoclinic system, space group P2(1), with a = 9.095(1), b = 8.972(1), c = 17.749(3) A, beta = 96.56(1)degrees, is also reported. [References: 20]