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: purchase@heterocycles.com

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

Paper | Special issue | Vol 70, No. 1, 2006, pp.501-508
Published online, 17th November, 2006
DOI: 10.3987/COM-06-S(W)51
Photochemical Synthesis of Polycyclic Pyrimidines through the Acid Catalyzd Cycloaddition of 6-Chloro-1-methyluracil to Methyl Substituted Benzenes

Kazue Ohkura,* Takeshi Yamaguchi, Ken-ichi Nishijima, Yuji Kuge, and Koh-ichi Seki

*Faculty of Pharmaceutical Sciences, Health Sciences University of Hokkaido, Ishikari-Tobetsu, Hokkaido 061-0293, Japan

Abstract

UV-irradiation of 6-chloro-1-methyluracil with benzene in the presence of TFA resulted in 1,2-cycloaddition and susequent elimination of HCl gave a cyclooctapyrimidine-2,4-dione. Similar acid catalyzed photoreaction with substituted benzenes bearing two or three methyl groups afforded the corresponding cyclooctapyrimidines and two novel pentacyclic compounds, 9,11-diazapentacyclo[6.4.0.01,3.02,5.04,8]dodecanes and 9.11-Å@diazapentacyclo[6.4.0.01,3.02,6.04,8]dodcanes, in fair yields.