A Photochemical 1,3 Cycloaddition of Olefins to Benzene 1
β Scribed by Wilzbach, K. E.; Kaplan, Louis
- Book ID
- 120442447
- Publisher
- American Chemical Society
- Year
- 1966
- Tongue
- English
- Weight
- 249 KB
- Volume
- 88
- Category
- Article
- ISSN
- 0002-7863
No coin nor oath required. For personal study only.
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## Abstract The __Bredt__ olefins bicyclo [3.3.1]nonβ1βene **(2)**, bicyclo [4.2.1]nonβ1 (8)βene **(3)**, and bicyclo [4.2.1]nonβ1 (2)βene **(4)** react rapidly with 1,3βdipoles such as diazomethane, phenyl azide, and mesitonitrile oxide to yield mixtures of two regioisomeric cycloadducts **10, 11*
Photochemical additions of benzene to alkenes have been a subject of current interest, 1,2,3 but only preliminary investigations have been reported on the corresponding reactions with 1,3dienes.4 graft and Koltzenberg found that benzene reacted photochemically with 1,3-butadiene and isoprene to give