ArticleAngewandte Chemie (International ed. in English)2016
Metal Free Bi(hetero)aryl Synthesis: A Benzyne Truce-Smiles Rearrangement.
Article in Angewandte Chemie (International ed. in English), 2016. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 14 papers.
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Who cites it
14 citing papers in PubMed, 114 citations in OpenAlex.
- Smiles-Truce Cascades Enable Heteroaryl Cyclopropane and Sultine Synthesis.Angewandte Chemie (International ed. in English) · 2025Article
- Switchable chemoselective aryne reactions between nucleophiles and pericyclic reaction partners using either 3-methoxybenzyne or 3-silylbenzyne.Nature communications · 2024Article
- Cascade Aryne Aminoarylation for Biaryl Phenol Synthesis.Organic letters · 2024Article
- Aryne-Enabled C-N Arylation of Anilines.Angewandte Chemie (International ed. in English) · 2023Article
- Synthesis of Functionalized Pyrrolidinone Scaffolds via Smiles-Truce Cascade.Organic letters · 2023Article
- An NHC-Catalyzed Desulfonylative Smiles Rearrangement of Pyrrole and Indole Carboxaldehydes.The Journal of organic chemistry · 2023Article
- Electrochemical synthesis of biaryls by reductive extrusion from N,N'-diarylureas.Nature communications · 2023Article
- Uncovering the Neglected Similarities of Arynes and Donor-Acceptor Cyclopropanes.Angewandte Chemie (International ed. in English) · 2020Review
- Metal-free synthesis of biarenes via photoextrusion in di(tri)aryl phosphates.Beilstein journal of organic chemistry · 2020Article
- Metal-Free Aryl Cross-Coupling Directed by Traceless Linkers.Chemistry (Weinheim an der Bergstrasse, Germany) · 2019Article
- Sulfonamide-Trapping Reactions of Thermally Generated Benzynes.Organic letters · 2018Article
- Transition-Metal-Free Activation of Amide Bond by Arynes.Molecules (Basel, Switzerland) · 2018Review
- Expanding the synthesizable multisubstituted benzo[RSC advances · 2018Article
- Metal Free Bi(hetero)aryl Synthesis: A Benzyne Truce-Smiles Rearrangement.Angewandte Chemie (International ed. in English) · 2016Article
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3 authors at 1 institution in 1 country.
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No grant is acknowledged in the PubMed record.
Abstract
A new benzyne transformation is described that affords versatile biaryl structures without recourse to transition-metal catalysis or stoichiometric amounts of organometallic building blocks. Aryl sulfonamides add to benzyne upon fluoride activation, and then undergo an aryl Truce-Smiles rearrangement to afford biaryls with sulfur dioxide extrusion. The reaction proceeds under simple reaction conditions and has excellent scope for the synthesis of sterically hindered atropisomeric biaryl amines.
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