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Synthesis of 8-aryl substituted benzo[a]phenanthridine derivatives by consecutive three component tandem reaction and 6-endo carbocyclization
- Source :
- Tetrahedron. 68:8207-8215
- Publication Year :
- 2012
- Publisher :
- Elsevier BV, 2012.
-
Abstract
- A concise construction of benzo[a]phenanthridines involving multicomponent tandem reaction/carbocyclization in a sequential format is described. The reaction proceeds initially via formation of a 4-aryl-3-arylethynyl-isoquinoline from 2-bromobenzaldehyde/tert-butylamine/1,3-diyne in a three component format followed by a second ring closure either via gold/silver catalyzed intramolecular hydroarylation or via iodo-catalyzed regioselective 6-endo-dig electrophilic cyclization. The salient feature of the strategy involves a three component reaction followed by transformation of the resulting product in to polyheterocycles with increased structural complexity in two steps.
Details
- ISSN :
- 00404020
- Volume :
- 68
- Database :
- OpenAIRE
- Journal :
- Tetrahedron
- Accession number :
- edsair.doi...........6ab4d2a35b87a4fd5c25e5356f0aff0c