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.

Communication | Regular issue | Vol 23, No. 5, 1985, pp.1085-1088
Published online, 1st January, 1970
DOI: 10.3987/R-1985-05-1085
Regioselective Synthesis of Substituted Phthalides via Intramolecular "Diene-regenerative" Diels-Alder Reaction of 2-Pyrones

Michihiko Noguchi,* Shinji Kakimoto, Hisao Kawakami, and Shoji Kajigaeshi

*Department of Applied Chemistry, Faculty of Engineering, Yamaguchi University, 2-16-1 Tokiwadai, Ube, Yamaguchi 755-8611, Japan


Some 2-pyrone-6-carboxylates bearing appropriate dienophiles in ester moieties underwent “diene-regenerative” Diels-Alder reaction to afford the dihydrophthalides, which were aromatized to phthalide derivatives in the presence of palladium-charcoal. In these reactions the substituents at 4 or 7-position of phthalides arose from those on the dienophile moieties in the starting 2-pyrones.