A SHORT NEW ROUTE TO THE PYRIDO[2,3,4-KL]ACRIDINE SUBUNIT COMMON TO PYRIDOACRIDINE ALKALOIDS OF MARINE ORIGIN


ALI N., CHATTOPADHYAY S., MCKILLOP A., PERRETGENTIL R., OZTURK T., REBELO R.

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, no.19, pp.1453-1454, 1992 (SCI-Expanded) identifier identifier

Abstract

A short new route to the pyrido[2,3,4-kl]acridine ring system has been developed from readily available quinoline precursors involving two key steps: (i) a palladium(O)-catalysed Suzuki cross-coupling reaction of 4-chloroquinolines with arylboronic acids, and (ii) an intramolecular nitrene insertion reaction of the nitrenes derived from 4-phenyl-5-azidoquinolines.