A direct synthesis of tropones (2,4,6-cycloheptatrienes) from simple preorganized triynes has been elaborated. This simple rhodium-catalyzed domino strategy allows one-pot access to fully substituted tropones in a 6-6-7-5 tetracyclic core in average to high yields.
Download full-text PDF |
Source |
---|---|
http://dx.doi.org/10.1021/acs.orglett.8b01496 | DOI Listing |
Chem Sci
January 2025
Aix Marseille University, Université de Toulon, CNRS, IM2NP 13013 Marseille France
We investigated the reactivity of a -dichlorovinyl-carbazole precursor in the on-surface synthesis approach. Our findings reveal that, on the Au(111) surface, the thermally-induced dehalogenation reaction led to the formation of cumulene dimers. Contrastingly, the more reactive Cu(111) surface promoted the formation of a polyheterocyclic compound exhibiting extended aromaticity.
View Article and Find Full Text PDFChem Biodivers
November 2024
State Key Laboratory of Elemento-Organic Chemistry, College of Chemistry, Nankai University, Tianjin, 300071, China.
Compounds containing N-pyridylpyrazole motif have aroused interest and brought about research hotspots due to their highly-efficient insecticidal activity. The fungicidal potential of N-pyridylpyrazole derivatives has gradually been disclosed in recent years. To discover new agrochemicals with poly-heterocyclic features, a series of novel triazole thione/thioether derivatives containing pyridylpyrazole motif (8-11) was synthesized.
View Article and Find Full Text PDFAcc Chem Res
November 2024
Department of Chemistry, Seoul National University, Seoul 08826, Korea (South).
Molecules
September 2024
School of Chemistry and Molecular Bioscience, Molecular Horizons, University of Wollongong, Wollongong, NSW 2522, Australia.
The reaction of indigo with two equivalents of the electrophile ethyl bromoacetate with caesium carbonate as a base result in the formation of structurally complex polyheterocyclics, including a fused spiroimidazole and a spiro[1,3]oxazino derivative, together with a biindigoid-type derivative, through a convenient one-pot reaction. Further assessment of the reaction using five equivalents of the electrophile gave rise to other molecules incorporating the 2-(7,13,14-trioxo-6,7,13,14-tetrahydropyrazino[1,2-:4,3-']diindol-6-yl) scaffold. The reaction of ethyl bromoacetate with the less reactive indirubin resulted in the synthesis of three derivatives of a new class of polyheterocyclic system via a cascade process, although yields were low.
View Article and Find Full Text PDFAngew Chem Int Ed Engl
January 2025
Department of Chemistry and Biochemistry, University of Denver, Denver, CO, 80208.
Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!