ArticleChemical science2018
Annulative π-extension of indoles and pyrroles with diiodobiaryls by Pd catalysis: rapid synthesis of nitrogen-containing polycyclic aromatic compounds.
Article in Chemical science, 2018. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 9 papers.
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Who cites it
9 citing papers in PubMed.
- Diversity-Oriented Two-Step Annulative π-Extension Enables Access to Structurally Complex Nanographenes.Angewandte Chemie (International ed. in English) · 2026Article
- Synthesis ofACS omega · 2026Article
- Article
- Synthesis of Chrysene-Based Nanographenes by a Successive APEX Reaction.Precision chemistry · 2025Article
- Nanographene horizons: the emerging role of hexa-RSC advances · 2025Review
- Twofold 6π-Electrocyclization as a Route Toward Multi-Heteroatom-Doped Nanographenes Built on a 1,4-Dihydropyrrolo[3,2-b]pyrrole Core.Chemistry (Weinheim an der Bergstrasse, Germany) · 2025Article
- π-Extended Rubrenes via Dearomative Annulative π-Extension Reaction.Journal of the American Chemical Society · 2023Article
- Advances on the Merger of Electrochemistry and Transition Metal Catalysis for Organic Synthesis.Chemical reviews · 2022Review
- Electrochemical Access to Aza-Polycyclic Aromatic Hydrocarbons: Rhoda-Electrocatalyzed Domino Alkyne Annulations.Angewandte Chemie (International ed. in English) · 2020Article
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Authors and funding
4 authors.
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Abstract
A palladium-catalyzed one-step annulative π-extension (APEX) reaction of indoles and pyrroles that allows rapid access to nitrogen-containing polycyclic aromatic compounds is described. In the presence of palladium pivalate and silver carbonate, diverse indoles or pyrroles coupled with diiodobiaryls in a double direct C-H arylation manner to be transformed into the corresponding π-extended compounds in a single step. The newly developed catalytic system enables the use of various pyrroles and indoles as templates with a series of diiodobiaryls to provide structurally complicated and largely π-extended nitrogen-containing polycyclic aromatic compounds that are otherwise difficult to synthesize.
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