Single Electron Transfer Induced Photoaddition Reactions of Silyl Enol Ether to N-Methylphthalimide

Bulletin of the Korean chemical society

Jin Young Kim¹  Dae Won Cho¹  Jung Hei Choi¹  Sun Wha Oh¹  Ung Chan Yoon¹ 

关键词: N-Methylphthalimide;    Silyl enol ethers;    Single electron transfer;    Oxetane;    Photocycloaddition;   

DOI  :  

学科分类：化学（综合）

来源: Korean Chemical Society

【 摘 要 】

Photochemical reactions of N-methylphthalimide with silyl enol ethers have been explored. Irradiations of phthalimide (1) and cyclic silyl enol ethers (5a-b) are observed to promote formation of photoreduced phthalimides and photoaddition products by sequential SET-desilylation pathways. The photoreaction of phthalimide (1) and acyclic silyl enol ethers (5c-d) leads to produce oxetanes which arise by competitive single electron transfer (SET) and classical 2+2 photocycloaddition (Parteno-Buchi reaction) pathways.

【 授权许可】

Unknown