In this Letter the synthesis of benzospiro-indolizidinepyrrolidinones is described by a domino atom transfer radical cyclization reaction using a copper catalyst. The structure of one of the products was established by single crystal X-ray diffraction. The investigated precursors, bearing a homo allyl substituent on the N-indole, result in a 5-exo-trig, followed by a 6-endo-trig cyclization. When the N-indole is substituted with an allyl group, only the spiro-cyclization occurs.
Bibliographical noteFunding Information:
We are grateful to the Fund of Scientific Research-Flanders (FWO-Vlaanderen) and Ghent University for financial assistance of this research.
Copyright 2008 Elsevier B.V., All rights reserved.
- Atom transfer radical cyclization
- Domino reaction