A new C-C bond forming annulation reaction leading to pH switchable heterocycles

Chem Commun (Camb). 2009 Jul 21:(27):4067-9. doi: 10.1039/b905383b. Epub 2009 May 28.

Abstract

A C-C bond forming reaction resulting from the alpha-addition of carbon based nucleophiles to N-bromoethyl phenanthridinium leads to the formation of 2,3-dihydro-12H-pyrrolo[1,2-f]phenanthridine-based derivatives which undergo reversible ring-opening/closing under pH control.