A new tin-free source of amidyl radicals

Organic Letters

Volumn 4, Issue 16, 2002, Pages 2707-2709

  Gagosz, Fabien ^a   Moutrille, Cecile ^a   Zard, Samir Z ^a  

^a LABORATOIRE DE SYNTHÈSE ORGANIQUE   (France)

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ARTICLE;

EID: 0001688033     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol026221m     Document Type: Article

References (18)

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2. (b) Zard, S. Z. Synlett 1996, 1148-1155.
3. (c) Esker, J. L.; Newcomb, M. Adv. Heterocycl. Chem. 1993, 58, 1. For a recent review on the synthesis of heterocycles by radical cyclisation, see: Bowman, W. R.; Bridge, C. F.; Brookes, P. J. Chem. Soc., Perkin Trans. 1 2000, 1, 1.
4. (c) Esker, J. L.; Newcomb, M. Adv. Heterocycl. Chem. 1993, 58, 1. For a recent review on the synthesis of heterocycles by radical cyclisation, see: Bowman, W. R.; Bridge, C. F.; Brookes, P. J. Chem. Soc., Perkin Trans. 1 2000, 1, 1.
5. For notable examples of amidyl radicals generation and cyclization, see: (a) Lin, X.; Stien, D.; Weinreb, S. M. Tetrahedron Lett. 2000, 41, 2333.
6. (b) Clark, A. J.; Filik, R. P.; Peacock, J. L.; Thomas, G. H. Synlett 1999, 4, 441.
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11. We recently completed a short synthesis of (±)-γ-lycorane involving a cascade process starting with a nitrogen-centered radical: Hoang-Cong, X.; Quiclet-Sire, B.; Zard, S. Z. Tetrahedron Lett. 1999, 39, 2125.
12. (a) Callier-Dublanchet, A.-C.; Quiclet-Sire, B.; Zard, S. Z. Tetrahedron Lett. 1995, 36, 8791.
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18. For another example of ipso radical cyclization and loss of aromaticity, see: Boivin, J.; Yousfi, M.; Zard, S. Z. Tetrahedron Lett. 1997, 38, 5985.