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.

Paper | Regular issue | Vol 43, No. 8, 1996, pp.1751-1758
Published online, 1st January, 1970
DOI: 10.3987/COM-96-7507
Synthesis of Yuehchukene Analogues, Murrapanine and Normurrapanine Utylizing Thermal Reaction of β-(1-Hydroxybutenyl)indoles under Neutral Reaction Conditions

Jyh-Horng Sheu,* Yua-Kuang Chen, Huey-Fen Chung, Ping-Jyun Sung, and Song-Fong Lin

*Institute of Marine Resources, National Sun Yat Sen University, 70 Lien-Hai Rd., Kaohsiung, 80424, Taiwan, R.O.C.

Abstract

β-(1-Hydroxybutenyl)indoles, which were prepared in high yields from indole-3-carboxaldehyde, could be converted into yuehchukene analogues (8a,b), murrapanine (9a) and normurrapanine (9b) in one step under thermal-induced reaction conditions in neutral solution of ethylene glycol and water. β-(1-Hydroxybutenyl)indoles are supposed to be dehydrated to 1-(β-indolyl)-1,3-nutadienes which react further to yuehchukene analogues via a Diels-Alder pathway. Murrapanine and normurrapanine showed a cytotoxicity toward KB cells.