ArticleJournal of the American Chemical Society2014
General method for functionalized polyaryl synthesis via aryne intermediates.
Article in Journal of the American Chemical Society, 2014. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 10 papers.
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Who cites it
10 citing papers in PubMed.
- Aryne Generation from Aryl Halides Via Photothermal Red-Light Activation.Journal of the American Chemical Society · 2025Article
- An efficient and chemoselective method to generate arynes.Chemical science · 2023Article
- 3-sulfonyloxyaryl(mesityl)iodonium triflates as 1,2-benzdiyne precursors with activation via ortho-deprotonative elimination strategy.Nature communications · 2023Article
- An efficient synthesis of 4-phenoxy-quinazoline, 2-phenoxy-quinoxaline, and 2-phenoxy-pyridine derivatives using aryne chemistry.RSC advances · 2021Article
- 1,2-Bis(arylthio)arene synthesis via aryne intermediates.Chemical communications (Cambridge, England) · 2019Article
- New Hindered Amide Base for Aryne Insertion into Si-P, Si-S, Si-N, and C-C Bonds.Journal of the American Chemical Society · 2018Article
- Synthesis of 1,2-Bis(trifluoromethylthio)arenes via Aryne Intermediates.Organic letters · 2017Article
- Transition-Metal-Free C3 Arylation of Indoles with Aryl Halides.Angewandte Chemie (International ed. in English) · 2017Article
- Metal Free Bi(hetero)aryl Synthesis: A Benzyne Truce-Smiles Rearrangement.Angewandte Chemie (International ed. in English) · 2016Article
- Double heteroatom functionalization of arenes using benzyne three-component coupling.Angewandte Chemie (International ed. in English) · 2015Article
Corrections and comments
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Authors and funding
4 authors.
Funding
Abstract
A method for base-promoted arylation of arenes and heterocycles by aryl halides and aryl triflates is described. Additionally, in situ electrophilic trapping of ArLi intermediates generated in the reaction of benzyne with deprotonated arenes or heterocycles has been developed, providing rapid and easy access to a wide range of highly functionalized polyaryls. Base-promoted arylation methodology complements transition-metal-catalyzed direct arylation and allows access to structures that are not easily accessible via other direct arylation methods. The reactions are highly functional-group tolerant, with alkene, ether, dimethylamino, trifluoromethyl, ester, cyano, halide, hydroxyl, and silyl functionalities compatible with reaction conditions.
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