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Issue 14, 2019
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One-shot access to isoquinolone and (hetero)izidinone architectures using cyclic α-chloro eneformamides and cyclic anhydrides

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Abstract

Functionalized izidinones and isoquinolones are commonplace motifs in bioactive molecules. Here, we describe a direct and modular approach to [6,n] and [7,n]-1-azabicyclic unsaturated lactams, most of which bear at least one endocyclic heteroatom. A site-selective hexannulation reaction between cyclic α-chloro eneformamides and cyclic anhydrides is implicated. The scope of the anhydride component in a Castagnoli–Cushman reaction has been extended beyond 5-, 6-, and 7-membered rings.

Graphical abstract: One-shot access to isoquinolone and (hetero)izidinone architectures using cyclic α-chloro eneformamides and cyclic anhydrides

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Supplementary files

Article information


Submitted
28 Dec 2018
Accepted
16 Mar 2019
First published
18 Mar 2019

New J. Chem., 2019,43, 5282-5286
Article type
Letter

One-shot access to isoquinolone and (hetero)izidinone architectures using cyclic α-chloro eneformamides and cyclic anhydrides

T. K. Beng, S. Langevin, A. O. Farah, J. Goodsell and K. Wyatt, New J. Chem., 2019, 43, 5282
DOI: 10.1039/C8NJ06539J

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