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.

Note | Regular issue | Vol 51, No. 4, 1999, pp.833-839
Published online, 1st January, 1970
DOI: 10.3987/COM-98-8437
An Anomalous Preparing of a Tetrahydro-2H-oxocine Fused Pyrrole Derivative and Its Acid-catalyzed Rearrangement

Shan-Yen Chou,* Lien-Shange Chang, and Shyh-Fong Chen

*Deparatment of Medicinal Chemistry, Development Center for Biotechnology, Hsi-Chih Research Park 102, Lane 169, Kang Ning St, Hsi Chih 221, Taipei Hsien, Taiwan, R.O.C.


Condensation of 5-methylthio-2-benzoylpyrrole (1) with spiro[2.5]-5,7-dioxa-6,6-dimethyloctane-4,8-dione (3) using excess amount of NaH in DMF gave an anomalous tetrahydro-2H-oxocine fused pyrrole (10), which then undergoes an acid-catalyzed rearrangement in refluxing toluene/methanol (10:1, v/v) to afford the unexpected anti-aromatic compounds (15 and 16).