Iridium-Catalyzed Triborylation of 3-Substituted Indoles
Iridium-Catalyzed Triborylation of 3-Substituted Indoles
复制标题
DOI：
10.1071/ch15393
复制
发表时间：
2015-01-01
影响因子：
1.1
通讯作者：
Sperry, Jonathan
中科院分区：
文献类型：
--
作者：
Eastabrook, Andrew S.;Sperry, Jonathan
容易获得的3-取代的吲哚在C2、C5和C7位点进行一锅铱催化的三硼基化。1H-1 NMR分析表明，C2和C7处的硼基化首先发生（未观察到单硼化产物），第三次硼基化作为单独的、不同的步骤发生，其通过C3处的取代基和C7处的硼酸酯的组合在空间上指向C5。所得的四取代吲哚具有使用现有方法难以制备的取代模式。
Readily available 3-substituted indoles undergo a one-pot iridium-catalyzed triborylation at the C2, C5, and C7 sites. H-1 NMR analysis indicates borylation at C2 and C7 occurs first (no monoborylated product is observed), with the third borylation occurring as a separate, distinct step that is sterically directed to C5 by a combination of the substituent at C3 and the boronate at C7. The resulting tetrasubstituted indoles possess a substitution pattern that is cumbersome to prepare using existing methods.