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: ¥ 4,400 (Yen only)
Period: This Article can be accessed for 7 days.

Communication | Regular issue | Vol 2, No. 5, 1974, pp.559-563
Published online, 1st January, 1970
DOI: 10.3987/R-1974-05-0559
A Novel Formation of 1-Hydroxymethyl-4,5-dimethoxy-7H-azirino[1,2-a]indole-7a-carboxylic Acid γ-Lactone

Tetsuji Kametani,* Frank F. Ebetino, Keiichiro Fukumoto, and Albert I. Meyers

*Pharmaceutical Institute, Tohoku University, Aobayama, Sendai 980-8578, Japan

Abstract

α-(6-Nitroveratrylidene)-γ-butyrolactone (1) rearranges to 3-(6-nitroveratryl)-2(5H)-furanone (5), and is deoxygenated to 1-hydroxymethyl-4,5-dimethoxy-7H-azirino[1,2-a]indole-7a-carboxylic acid γ-lactone (6) in triethyl phosphite at 140 - 150 °. Although frequently postulated in triethyl phosphite reductions of nitro compounds, aziridines have not, heretofore, been isolated.