367266-91-9Relevant academic research and scientific papers
Synthesis of N-alkoxybenzimidazoles with differentiated C2 and O-substituents
Gardiner, John M.,Procter, Jonathan
, p. 5109 - 5111 (2001)
N-Alkoxy-, N-aryloxy- and N-allyloxybenzimidazoles (prepared using tandem N-alkylation, heterocyclisation and O-alkylation with in situ alkylating agent) can be selectively O-deprotected and then independently realkylated to provide a protocol for diversification with differentiated substituents at C2 and on oxygen. In addition, carboxamide functionalised derivatives 8 are amenable to staged interruption of the tandem reaction, allowing sequential additions of two different bases and alkylating agents directly affording 9. This 'start-stop-start' tandem process also facilitates diversification to analogues bearing different C2 and N-alkoxy substituents.
