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.

Paper | Regular issue | Vol 24, No. 11, 1986, pp.3087-3095
Published online, 1st January, 1970
DOI: 10.3987/R-1986-11-3087
Dihydroisoxazolo[2,3-d][1,4]benzodiazepine Ring System: Stereochemistry and Conformation

Giuseppe Capozzi,* Rosaria Ottanà, Giovanni Romeo, and Nicola Uccella

*Dipartimento di Chimica Organica "Ugo Schiff", Università di Firenze, Via Gino Capponi 9, I-50121 Firenze, Italy

Abstract

The configurational properties of dihydroisoxazolo[2,3-d][1,4]benzodiazepine derivatives, obtained by 1,3-dipolar cycloaddition between chlordiazepoxide and various substituted alkynes, have been determined by 1H nmr spectroscopy, largely by computer-simulation of lanthanide induced shifts (LIS). Cycloadducts exist in solution as a 3:2 mixture of two lnterconvertible diastereoisomers, which are the result of the heptaatomic ring mobility. The stereochemistry of examined derivatives has been found appropriate to determine the further rearrangement to pyrrole-fused quinoxalines, observed in this new tricyclic system.