9-Endo-trig radical cyclization of N-benzyl-2-halo-N-(6-oxo-1-cyclohexen-1-yl)acetamides

Authors
El Bialy, SAA Ohtani, S Sato, T Ikeda, M
Citation
Saa. El Bialy et al., 9-Endo-trig radical cyclization of N-benzyl-2-halo-N-(6-oxo-1-cyclohexen-1-yl)acetamides, HETEROCYCLE, 54(2), 2001, pp. 1021
Citations number
11
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
HETEROCYCLES
ISSN journal
03855414 → ACNP
Volume
54
Issue
2
Year of publication
2001
Database
ISI
SICI code
0385-5414(20010201)54:2<1021:9RCON>2.0.ZU;2-3
Abstract
N-Benzyl-2-halo-N-(6-oxo-1-cyclohexen-1-yl)acetamides, upon treatment with Bu3SnH in the presence of AIBN in boiling toluene, undergo 5-endo-trig radi cal cyclization to give (3aR*, 7aR*)-N-benzyloctahydro-7a-hydroxyindole-2, 7-dione in addition to cis-N-benzyloctahydroindole-2,7-dione.