title: Metal Free Bi(hetero)aryl Synthesis: A Benzyne Truce-Smiles Rearrangement.
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.
authors.affiliation: School of Chemistry, The University of Manchester, Oxford Road, Manchester, M13 9PL, UK.
authors.forename: Catherine M
authors.initials: CM
authors.lastname: Holden
authors.affiliation: School of Chemistry, The University of Manchester, Oxford Road, Manchester, M13 9PL, UK.
authors.forename: Shariar M A
authors.initials: SM
authors.lastname: Sohel
authors.affiliation: School of Chemistry, The University of Manchester, Oxford Road, Manchester, M13 9PL, UK. michael.greaney@manchester.ac.uk.
authors.forename: Michael F
authors.initials: MF
authors.lastname: Greaney
keywords: arynes; biaryls; heterocycles; rearrangements; synthetic methods