Rao Bin, Tang Jinghua, Wei Yu, Zeng Xiaoming
Center for Organic Chemistry, Frontier Institute of Science and Technology, Xi'an Jiaotong University, Xi'an, Shaanxi, 710054, P. R. China.
Chem Asian J. 2016 Apr 5;11(7):991-5. doi: 10.1002/asia.201600065. Epub 2016 Mar 11.
A fluoride-anion-induced, regioselective ring expansion of benzocyclic ketones and α-aryl cycloketones has been developed via insertion of arynes into unactivated benzylic C-C bonds. This reaction provides a straightforward, transition-metal-free avenue to prepare medium ring-fused benzocarbocycles by creating "noble" seven-, eight-, and nine-membered rings. Applications of this method in the creation of medium-sized exocyclic and inner benzocyclic olefins, nine-membered lactones, and lactams are described.
通过将芳炔插入未活化的苄基碳-碳键，已开发出一种由氟阴离子诱导的、区域选择性的苯并环酮和α-芳基环酮的扩环反应。该反应提供了一条直接的、无过渡金属的途径，通过构建“稀有”的七元、八元和九元环来制备中环稠合的苯并碳环。本文描述了该方法在制备中环外环和内环苯并环烯烃、九元内酯和内酰胺中的应用。
