Dearomatization of Aromatic Carbonyl Compounds by Photocycloaddition Reactions to 1,1-Dimethylallene
Abstract
High Resolution Image Download MS PowerPoint Slide The photocycloaddition of 1,1-dimethylallene to various aromatic carbonyl compounds was found to occur exclusively at the benzene core. While the reaction with methyl 2-methoxybenzoate resulted in a mixture of products resulting from ortho, meta, and para photocycloaddition, acetophenone and its 4-substituted derivatives delivered the respective para photocycloaddition products in 50–58% yields. For 2-methoxyacetophenone, an ortho photocycloaddition initiated a reaction cascade, which led to bicyclic products by the incorporation of a nucleophile in 29–74% yields.
Fields of Study & Subjects
Radical Photochemical Reactions
Microwave-Assisted Synthesis and Applications
Chemical Synthesis and Reactions
Publication details
- Journal / source
- Organic Letters
- Publisher
- American Chemical Society (ACS)
- Volume
- 28
- Issue
- 10
- Pages
- 3331–3335
- Publication date
- 2 March 2026
- Language
- EN