Study On The Diversity-Orentied Synthesis Of Nature-Like Heterocyclic-Indole Derivatives

Indole skeleton is widespread in the nature compounds, many of which largely containing potential bioactivities. Recent studies already have revealed that the introductory of carbonyl group to indole skeleton can markly increase its’ bioactivities especially the anti-cancer activity. Simultaneously, the limitation of diversity among indole compound derivatives in nature restricts its application hardly for sustainable development permanently. So we can learn its structure-activity relationship further more on the construction of a diverse indole compounds library. Basing on this, we could also screen for the new drug-leading compounds, which would be of great meaningness for pharmchy development.This paper is based on the two bonding blocks:our lab’s characterized synthon Heterocyclic Ketene Amines (HKAs) and Quinones (like:benzoquinone,1,4-naphthoquinone,2-methyl-1,4-naphthoquinone and1,4-anthraquinone etal).25novel polycyclic indolones have been obtained by one-pot reaction of the two substrates in Ethanol under environment friendly chemical atmosphere as a result. Advantages in this method marked as conciseness and highly efficiency. On the other hand, the mechanism of the reaction has been postulated. We believe that quinone not only as a substrate but also as an oxidant to make the intermediate lose H2and itself reduced to hydroquinone. The following oxidation of hydroquinone by the trace O2of air takes it back to the starting quinone.The25novel target compounds have been confirmed by spectra including1H NMR,13C NMR, IR and HR-MS. Compound3q also proved by2-D NMR spectra.