812650-75-2Relevant academic research and scientific papers
Total synthesis of new indolo[2,3-a]quinolizine alkaloids sempervirine type, potential pharmaceuticals
Lipińska, Teodozja M.
, p. 5736 - 5747 (2006)
Total synthesis of the two series of new pentacycilc cycloalk[g]indolo[2,3-a]quinolizine alkaloids (modified sempervirine possessing the wide range of activity), has been elaborated in five steps from 5-acetyl-3-methylthio-1,2,4-triazine (obtained from the simple acyclic materials). In the two key steps: inverse electron demand Diels-Alder reaction of precursor with cyclic enamines and the following Fischer indolization of 3-acetyl-1-methylthiocycloalka[c]pyridines, the AB-DE synthons, has been obtained. The final stages: desulfuration, and formation of the C-ring via the Gribble method have led to the expected zwitterionic alkaloids. Model syntheses of the indolopyridocoline and its methoxy analogue from 2-acetylpyridine have been performed for investigation of the microwave-induced Fischer synthesis of sensitive indoles and for obtaining compounds for comparative study of spectroscopic data.
Microwave-induced solid-supported Fischer indolization, a key step in the total synthesis of the sempervirine type methoxy analogues
Lipińska, Teodozja
, p. 8831 - 8834 (2004)
Fischer indole synthesis on solid-support under microwave irradiation towards 5-methoxy-2-(2-pyridyl)indoles has been developed, as the key step in the total synthesis of new 9-methoxyindolo[2,3-a]quinolizine alkaloids. A general protocol for the synthesi
