Metal-free intermolecular formal cycloadditions enable an orthogonal access to nitrogen heterocycles.
basic_science · Level V
Where this comes from
- Record sourced from PubMed, PMID 26975182.
- Also identified by DOI 10.1038/ncomms10914 and PMC identifier 4796318.
- Licence recorded as CC BY.
- The licence permits redistribution, so the abstract is shown in full and the full text is available from the publisher.
Abstract
Nitrogen-containing heteroaromatic cores are ubiquitous building blocks in organic chemistry. Herein, we present a family of metal-free intermolecular formal cycloaddition reactions that enable highly selective and orthogonal access to isoquinolines and pyrimidines at will. Applications of the products are complemented by a density functional theory mechanistic analysis that pinpoints the crucial factors responsible for the selectivity observed, including stoichiometry and the nature of the heteroalkyne.
Medical subject headings
- Isoquinolines
- Nitrogen
- Pyrimidines