Formal synthesis of nitidine and NK109 via palladium-catalyzed domino direct arylation/N-arylation of aryl triflates

Mathieu Blanchot; David A Candito; Florent Larnaud; Mark Lautens

doi:10.1021/ol200174g

Formal synthesis of nitidine and NK109 via palladium-catalyzed domino direct arylation/N-arylation of aryl triflates

Org Lett. 2011 Mar 18;13(6):1486-9. doi: 10.1021/ol200174g. Epub 2011 Feb 24.

Authors

Mathieu Blanchot¹, David A Candito, Florent Larnaud, Mark Lautens

Affiliation

¹ Davenport Research Laboratories, Department of Chemistry, University of Toronto, Toronto, Ontario, Canada, M5S 3H6.

PMID: 21348508
DOI: 10.1021/ol200174g

Abstract

The use of aryl triflates as reaction partners in a palladium-catalyzed domino direct arylation/N-arylation provides a great advantage due to the availability of starting materials. Furthermore, it allows expedient access to biologically interesting benzo[c]phenanthridine alkaloids.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Alkaloids / chemical synthesis*
Alkaloids / chemistry
Benzophenanthridines / chemical synthesis*
Benzophenanthridines / chemistry
Catalysis
Combinatorial Chemistry Techniques
Mesylates / chemistry*
Molecular Structure
Palladium / chemistry*

Substances

Alkaloids
Benzophenanthridines
Mesylates
NK 109
Palladium
nitidine