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: ¥ 4,320 (Yen only)
Period: This Article can be accessed for 7 days.

Report | Regular issue | Vol 20, No. 7, 1983, pp.1367-1371
Published online, 1st January, 1970
DOI: 10.3987/R-1983-07-1367
Mesoionic Six-membered Heterocycles, XVII. Cycloaddition of Benzyne to Mesoionic Pyrimidines

Thomas Kappe and Dietmar Pocivalnik

*Abteilung fur Angewandte, Organische Chimie, Institut fur Organische Chimie, Karl-Franzens Universitat, Heinrichstr. 28, A-8010 Graz, Austria

Abstract

Benzyne (1) reacts with mesoionic pyrimidines (2a-e) yielding below 40 °C the primary cycloadducts 3a-e. At higher temperatures the isoquinolin-3-ones 4a-e are formed under the loss of phenyl isocyanate. Further addition of 1 to 4e yields the adduct 5, which is converted at 200 °C into the anthracene derivative 6.