Online article for Non-subscribers

Pay per view

Heterocycles has a pay-per-view service for Non-subscribers.
You will be able to directly purchase the full text article through PayPal.
Your purchased Paper can be downloaded after the payment is completed.
An e-mail will be sent the URL to download the paper.
If you have any questions, please contact:

Price: ¥ 4,400 (Yen only)
Period: This Article can be accessed for 7 days.

Paper | Special issue | Vol 30, No. 2, 1990, pp.817-830
Published online, 1st January, 1970
DOI: 10.3987/COM-89-4966
Versatile Methods of Synthesis of 5 to 8-Membered Ring N-Heterocycles via Intramolectlar Cycloadditons of Allylamines

K. M. Lokanatha Rai and Alfred Hassner*

*Department of Chemistry, Bar-Ilan University, Ramat-Gan 52900, Israel


N-Tosylallylamines or homoallylamines were monoalkylated with dibromoalkanes to produce bromoalkylamines 3 or 7. The latter were converted to unsaturated nitro derivatives which, via nitrile oxides, underwent intramolecular cycloaddition of the bromo derivatives 3 either via azides to fused triazolines or by free radical reaction to pyrrolidines is also described. These reactions provide an entry into functionalized 5 to 8 membered ring heterocycles.