Visible photons for the regioselective nucleophilic ring opening of epoxides

被引:1
|
作者
Bernardoni, Beatrice [1 ]
Di Terlizzi, Lorenzo [1 ]
Galathri, Eirini M. [2 ]
Kokotos, Christoforos G. [2 ]
Fagnoni, Maurizio [1 ]
Protti, Stefano [1 ]
机构
[1] Univ Pavia, Dept Chem, PhotoGreen Lab, Viale Taramelli 12, I-27100 Pavia, Italy
[2] Natl & Kapodistrian Univ Athens, Dept Chem, Lab Organ Chem, Athens 15771, Greece
关键词
BETA-HYDROXY; EFFICIENT CATALYST; PHOTOBASE GENERATORS; ACID CATALYST; OXIRANES; THIIRANES; CYCLODEXTRIN; WATER; CONVERSION; AZIRIDINES;
D O I
10.1039/d4gc02612h
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Arylazo sulfones were used as Photoacid Generators (PAGs) for the visible-light photorelease of strong sulfonic acids to promote the ring opening of epoxides in benign media (DMC/water mixtures) or under neat conditions. Water, alcohols, azide and thiocyanate anions, as well as electron-rich aromatics were used in the role of the nucleophile. The resulting 1,2-disubstituted adducts were formed mostly in >99% yield in a high regioselective fashion.
引用
收藏
页码:9833 / 9839
页数:7
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