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Synthesis 2021; 53(07): 1237-1246
DOI: 10.1055/s-0040-1706105
DOI: 10.1055/s-0040-1706105
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Synthesis of Pyrrolo[1,2-a][1,6]- and [1,8]naphthyridines by Alkyne-Carbonyl Metathesis
Authors
Abstract
A concise and modular synthesis of pyrrolo[1,2-a][1,6]- and [1,8]naphthyridines by a one-pot two-step reaction consisting of electrophilic acylation followed by an alkyne-carbonyl-metathesis reaction as the final cyclization step is reported. This developed synthetic methodology allows the facile synthesis of these heterocyclic core structures in mainly high overall yields under metal-free conditions. Reaction conditions are carefully optimized and display a novel supplement to access these tricyclic heterocyclic compounds.
Key words
acylation - alkyne-carbonyl metathesis - Brønsted acid - cyclization - pyrrolonaphthyridinesSupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0040-1706105.
- Supporting Information (PDF)
Publication History
Received: 08 October 2020
Accepted after revision: 19 November 2020
Article published online:
21 December 2020
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