Radical and palladium-mediated cyclizations of ortho-iodo benzyl enamines: Application to solid phase synthesis

Synlett

Volumn , Issue 11, 1998, Pages 1231-1233

  Berteina, Sabine ^a   Wendeborn, Sebastian ^a   De Mesmaeker, Alain ^a  

^a NOVARTIS PHARMA AG   (Switzerland)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0002334207     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-1998-1901     Document Type: Article

References (13)

1. Berteina, S.; De Mesmaeker, A. Synlett 1998, 1227.
2. For intramolecular Heck reactions on solid phase, see: a) Goff, D.A.; Zuckermann, R.N. J. Org. Chem. 1995, 60, 5748.
3. b) Yun, W.; Mohan, R. Tetrahedron Lett. 1996, 37, 7189.
4. For radical cyclizations on solid support, see: a) Routledge, A.; Abell, C.; Balasubramanian, S. Synlett, 1997, 61.
5. b) Du, X.; Armstrong, R.W. J. Org. Chem., 1997, 62, 5678.
6. c) Berteina, S.; De Mesmaeker, A. Tetrahedron Lett., 1998, 39, 5759.
7. 1H NMR (400MHz). The yields reported in parentheses are obtained after purification by flash chromatography or preparative t.l.c.
8. Devos, A.; Remion, J.; Frisque-Hesbain, A.; Colens, A.; Ghosez, L.; J. Chem. Soc., Chem. Commun. 1979, 1180.
9. 2-tert-Butylimino-2-diethylamino-1,3-dimethyl-perhydro-1,3,2- diazaphosphorine.
10. 2 (6×3ml), diethyl ether (3×3ml), and dried under vacuum.
11. Winterfeldt, E.; Preuss, H. Chem. Ber. 1966, 99, 450.
12. 2 (6×4ml), diethyl ether (3×4ml) in order to eliminate the organotin compounds, and dried under vacuum.
13. Bachi, M.D.; Denenmark, D. J. Am. Chem. Soc. 1989, 111, 1886.