Issue 18, 2001
From the journal:

Journal of the Chemical Society, Perkin Transactions 1

Synthesis of a thiophene analogue of kuanoniamine A

Yvette A. Jackson,*a   Seon A. Hepburna  and  William F. Reynoldsb  

* Corresponding authors

a Department of Chemistry, University of the West Indies, Mona, Kingston 7, Jamaica, West Indies

b Department of Chemistry, University of Toronto, 80 St. George St., Toronto, Ontario, Canada

Abstract

Synthesis of 9-methoxycarbonyl-7H-[1]benzothieno[4,5,6-ij][2,7]naphthyridin-7-one (3)—an analogue of kuanoniamine A (1)—via hetero Diels–Alder reaction of crotonaldehyde N,N-dimethylhydrazone with 2-methoxycarbonylbenzo[b]thiophene-4,7-dione and subsequent annelation, is described. The Diels–Alder reaction produced only the adduct with the desired regiochemistry, the structure of which was verified by 2D-NMR experiments.

Graphical abstract: Synthesis of a thiophene analogue of kuanoniamine A

About
Cited by
Related
Download options Please wait...

Article information

DOI
https://doi.org/10.1039/B104710H
Article type
Paper
Submitted
30 May 2001
Accepted
19 Jul 2001
First published
28 Aug 2001

J. Chem. Soc., Perkin Trans. 1, 2001, 2237-2239

Permissions

Request permissions

Synthesis of a thiophene analogue of kuanoniamine A

Y. A. Jackson, S. A. Hepburn and W. F. Reynolds, J. Chem. Soc., Perkin Trans. 1, 2001, 2237 DOI: 10.1039/B104710H

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Spotlight

Advertisements