Benny Anjitha Theres, Radhakrishnan Ethiraj Kannatt
Department of Chemistry, Vellore Institute of Technology Vellore India
RSC Adv. 2022 Jan 26;12(6):3343-3358. doi: 10.1039/d1ra08214k. eCollection 2022 Jan 24.
In this work, site-selective C-H activation at C-5, C-3 and C-2 positions of chromones for the introduction of structural diversity to the chromone scaffold was studied. The keto group of the chromone moiety acts as the directing group for the selective functionalization of chromones at the C-5 position. Furthermore, the C-H functionalization at the electron-rich C-3 position of the chromone can be achieved using electrophilic coupling partners. The C-H functionalization at the C-2 position can be possible using nucleophilic coupling partners. The direct functionalization methods provide a better pathway for the generation of C-5, C-3 and C-2-substituted chromones with good atom economy than that of classical pre-functionalized reaction protocols.
在本研究中,我们对色酮的C-5、C-3和C-2位进行了位点选择性C-H活化,以引入结构多样性到色酮骨架中。色酮部分的酮基作为导向基团,用于色酮在C-5位的选择性官能化。此外,使用亲电偶联试剂可以实现色酮富电子C-3位的C-H官能化。使用亲核偶联试剂可以实现C-2位的C-H官能化。与传统的预官能化反应方案相比,直接官能化方法为生成具有良好原子经济性的C-5、C-3和C-2取代色酮提供了更好的途径。