Synthesis of pyrrolidine-fused [34]- and [36]octaphyrins via 1,3-dipolar cycloaddition

Organic Letters

Volumn 8, Issue 6, 2006, Pages 1169-1172

  Hata, Hiroshi ^a   Kamimura, Yiho ^a   Shinokubo, Hiroshi ^a   Osuka, Atsuhiro ^a  

^a KYOTO UNIVERSITY   (Japan)

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Indexed keywords

EID: 33646462147     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol060067c     Document Type: Article

References (23)

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3. (b) Silva, A. M. G.; Tomé, A. C.; Neves, M. G. P. M. S.; Cavaleiro, J. A. S. Tetrahedron Lett. 2000, 41, 3065.
4. 1,3-Dipolar addition: (a) Silva, A. M. G.; Tomé, A. C.; Neves, P. M. S.; Silva, A. M. S.; Cavaleiro, J. A. S. J. Org. Chem. 2005, 70, 2306.
5. (b) Silva, A. M. G.; Tomé, A. C.; Neves, M. G. P. M. S.; Silva, A. M. S.; Cavaleiro, J. A. S. Chem. Commun. 1999, 1767.
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17. The compounds appearing in this letter are named partly based on the nomenclature defined by Frank and Nonn. Franck, B.; Nonn, A. Angew. Chem., Int. Ed. Engl. 1995, 34, 1795.
18. Grigg, R. Chem. Soc. Rev. 1987, 16, 89.
19. We have also attempted several cycloadditions such as the Diels-Alder reaction with o-xylylene with no success.
20. (a) Nyerges, M.; Balázs, L.; Kádas, I.; Bitter, I.; Kövesdi, I.; Tõke, L. Tetrahedron 1995, 51, 6783.
21. (b) Nyerges, M.; Tõke, L. In Nitrogen, Oxygen and Sulfur Ylide Chemistry; Clark, J. S., Ed.; Oxford University PressNew York, 2002; p 209.
22. For [38]octaphyrin, see ref 6.
23. The X-ray structure of octaphyrin 1 has been reported; see ref 6.