当前位置: X-MOL 学术Org. Lett. › 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.)
Trifluoromethylthiolation/Selenolation and Lactonization of 2-Alkynylbenzoate: The Application of Benzyl Trifluoromethyl Sulfoxide/Selenium Sulfoxides as SCF3/SeCF3 Reagents
Organic Letters ( IF 4.9 ) Pub Date : 2022-03-14 , DOI: 10.1021/acs.orglett.2c00563
Haofeng Shi 1 , Xingzong Wang 2, 3 , Xiaoxian Li 1 , Beibei Zhang 1 , Xuemin Li 1 , Jingran Zhang 1 , Jingyue Yang 2, 3 , Yunfei Du 1
Affiliation  

The combined use of BnS(O)CF3/BnSe(O)CF3 with Tf2O as SCF3/SeCF3 reagents was implemented to realize an efficient synthesis of biologically interesting 4-(trifluoromethylthio/trifluoromethylseleno)isocoumarins from 2-alkynylbenzoates. The mechanistic pathway was postulated to involve formation of the electrophilic SCF3/SeCF3 species via interrupted Pummerer reactions followed by a concerted trifluoromethylthiolation/selenolation and lactonization process.

中文翻译:

2-苯甲酸炔酯的三氟甲基硫醇化/硒醇化和内酯化:苄基三氟甲基亚砜/硒亚砜作为 SCF3/SeCF3 试剂的应用

实施了BnS(O)CF 3 /BnSe(O)CF 3与Tf 2 O作为SCF 3 /SeCF 3试剂的联合使用,以实现从2-炔基苯甲酸酯高效合成具有生物学意义的4-(三氟甲硫基/三氟甲基硒)异香豆素. 假定机制途径涉及通过中断的Pummerer反应形成亲电SCF 3 /SeCF 3物质,然后是协同的三氟甲基硫醇化/硒化和内酯化过程。
更新日期:2022-03-14
down
wechat
bug