Holden Catherine M, Sohel Shariar M A, Greaney Michael F
School of Chemistry, The University of Manchester, Oxford Road, Manchester, M13 9PL, UK.
Angew Chem Int Ed Engl. 2016 Feb 12;55(7):2450-3. doi: 10.1002/anie.201510236. Epub 2016 Jan 13.
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.
描述了一种新的苯炔转化反应，该反应无需过渡金属催化或化学计量的有机金属结构单元即可提供通用的联芳基结构。芳基磺酰胺在氟化物活化后与苯炔加成，然后进行芳基特鲁茨-斯迈尔斯重排以生成联芳基并释放二氧化硫。该反应在简单的反应条件下进行，对于合成空间位阻较大的阻转异构联芳基胺具有优异的适用范围。
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