Synthesis of heteroarenes via radical cyclisation onto nitriles

Authors
Bowman, WR Bridge, CF Cloonan, MO Leach, DC
Citation
Wr. Bowman et al., Synthesis of heteroarenes via radical cyclisation onto nitriles, SYNLETT, (6), 2001, pp. 765-768
Citations number
40
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
SYNLETT
ISSN journal
09365214 → ACNP
Issue
6
Year of publication
2001
Pages
765 - 768
Database
ISI
SICI code
0936-5214(200106):6<765:SOHVRC>2.0.ZU;2-V
Abstract
A new protocol for the synthesis of tetracyclic nitrogen heteroarenes using cascade radical cyclisation has been developed. The key steps involve 5-ex o vinyl radical cyclisation onto nitriles to yield intermediate iminyl radi cals which cyclise onto an arene rings. Rings A-D of the anticancer alkaloi ds camptothecin. mappicine and nothapodytines A and B have been synthesised using this protocol.