当前位置: X-MOL 学术J. Org. Chem. › 论文详情
Our official English website, www.x-mol.net, welcomes your feedback! (Note: you will need to create a separate account there.)
Selective Oxidation of Benzylic C-H Bonds Catalyzed by Cu(II)/{PMo12}.
The Journal of Organic Chemistry ( IF 3.6 ) Pub Date : 2020-01-24 , DOI: 10.1021/acs.joc.9b02997
Peihe Li 1 , Yingying Wang 1 , Xia Wang 1 , Yin Wang 1 , Ying Liu 1 , Keke Huang 2 , Jing Hu 1 , Limei Duan 1 , Changwen Hu 3 , Jinghai Liu 1
Affiliation  

Precise catalytic regulation of carbon radical generation by a highly active oxygen radical to abstract the H atom in a C-H bond is an effective method for the selective activation of C-H synthetic chemistry. Herein, we report a facile catalyst system with commercially available copper(II)/{PMo12} to form a tert-butanol radical intermediate for the selective oxidation of benzylic C-H bonds. The reaction shows a broad range of substrates (benzyl methylene, benzyl alcohols) with good functional group tolerance and chemical selectivity. The corresponding carbonyl compounds were synthesized with good yields under mild conditions. DFT calculations and experimental analysis further demonstrated a reasonable carbon radical mechanism for this type of organic transformation reaction.

中文翻译:

Cu(II)/ {PMo12}催化的苄基CH键的选择性氧化。

通过高活性氧自由基精确催化调节碳自由基的生成,以提取CH键中的H原子,是选择性激活CH合成化学的有效方法。在本文中,我们报道了一种简便的催化剂体系,该催化剂体系与市售的铜(II)/ {PMo12}形成叔丁醇自由基中间体,用于苄基CH键的选择性氧化。该反应显示出具有良好的官能团耐受性和化学选择性的多种底物(苄基亚甲基,苄醇)。在温和的条件下以高收率合成了相应的羰基化合物。DFT计算和实验分析进一步证明了这种有机转化反应的合理碳自由基机理。
更新日期:2020-01-24
down
wechat
bug