Metal Free Bi-(hetero)aryl Synthesis via Benzyne Truce-Smiles Rearrangement

M. F. Greaney, C. M. Holden, S. A. M. Sohel

    Research output: Contribution to journalArticlepeer-review


    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.
    Original languageEnglish
    Pages (from-to)2450-2453
    JournalAngewandte Chemie (International Edition)
    Publication statusPublished - 13 Jan 2016


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