Total and Diverted Total Synthesis of Pyrrolo‐Quinazolinone Alkaloids and Their Analogues

Abstract

AbstractA short and expeditious total and diverted total synthesis of luotonin, vasicinone, and their analogues has been achieved from the key tricyclic quinazolinone intermediate which was accessed from simple substituted anthranilamide obtained from the coupling of β‐alanate with isatoic anhydride followed by Dieckmann condensation chemistry of the resulting diester. The tricyclic ketone exhibited interesting chemical properties, e. g. keto‐enol tautomerism. Friedlander condensation and Fischer‐Indolization were employed for further annulations to access polycyclic alkaloids and their analogues.