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 9, No. 9, 1978, pp.1217-1222
Published online, 1st January, 1970
DOI: 10.3987/R-1978-09-1217
The Reaction of 4-Chloroquinoline 1-Oxide with Activated Acetylenes: Furo[3,2-c]quinolines

Persephone Canonne,* Gilles Lemay, and Rudolph A. Abramovitch

*Département de Chimie, Faculté des Sciences et de Génie, Université Laval, Cité Universitaire, Québec, G1K 7P4, Canada


4-Chloroquinoline 1-oxide and ethyl phenylpropiolate in boiling toluene give a mixture of 2- and 3-keto-alkylated products as well as ethyl 2-phenylfuro[3,2-c]quinoline-3-carboxylate. With ethyl acetylenedicarboxylate only low yields of the 2-keto-alkylated product and of the furoquinoline were formed. This is to be contrasted with the observation that 4-chloropyridine 1-oxide and phenylcyanoacetylene or ethyl phenylpropiolate give high yields of the corresponding furopyridine.