TRIETHYLBORANE-MEDIATED ATOM-TRANSFER CYCLIZATION OF 2-IODO-N-(PROP-2-ENYL)ACETAMIDES AND RELATED-COMPOUNDS

Authors
IKEDA M TERANISHI H NOZAKI K ISHIBASHI H
Citation
M. Ikeda et al., TRIETHYLBORANE-MEDIATED ATOM-TRANSFER CYCLIZATION OF 2-IODO-N-(PROP-2-ENYL)ACETAMIDES AND RELATED-COMPOUNDS, Journal of the Chemical Society. Perkin transactions. I, (10), 1998, pp. 1691-1697
Citations number
32
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Journal of the Chemical Society. Perkin transactions. I → ACNP
ISSN journal
0300922X
Issue
10
Year of publication
1998
Pages
1691 - 1697
Database
ISI
SICI code
0300-922X(1998):10<1691:TACO2>2.0.ZU;2-X
Abstract
The 2-iodo-N-(prop-2-enyl)acetamides 1, upon treatment with triethylbo rane (0.2-0.6 mol equiv.) in boiling benzene, undergo iodine atom-tran sfer cyclisation to give the 4-(iodomethyl)pyrrolidin-2-ones 2 in high yields. The method has been applied to the synthesis of gamma-lactone s.