Rh(iii)-Catalyzed C(sp2)-H functionalization/cyclization cascade of N-carboxamide indole and iodonium reagents for access to indoloquinazolinone derivatives

A rhodium-catalyzed synthesis of indoloquinazolinone from a readily available hypervalent iodonium reagent and N-carboxamide indole was developed. The protocol features broad functional group tolerance, mild conditions, and excellent yields. The target products were obtained simply by filtration, without tedious column chromatography. Notably, the noble metal catalyst system can be recycled effectively at least ten times. The strategy may be amenable to industrial production.

Automated summary

This rhodium-catalyzed synthesis method for indoloquinazolinone from a readily available hypervalent iodonium reagent and N-carboxamide indole is characterized by broad functional group tolerance, mild conditions, and excellent yields. The target products can be obtained simply by filtration, without tedious column chromatography, and the noble metal catalyst system can be effectively recycled at least ten times, making it potentially suitable for industrial production.