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A new and efficient route for 1,3,3′-triketones
✍ Scribed by Sunkwon Lim; Yosep Min; Bohyun Choi; Daesig Kim; Il Yoon; Shim Sung Lee; Ik-Mo Lee
- Publisher
- Elsevier Science
- Year
- 2001
- Tongue
- French
- Weight
- 144 KB
- Volume
- 42
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
Cyclic and acyclic 1,3,3%-triketones were prepared by the reactions adopting b-diketones and anhydrides in the presence of barium or strontium hydrides in high yields. Crystal structure of 4-acetyl-2,2,6,6-tetramethyl-3,5-heptanedione (3a) represented the dorminant keto form and provided evidence for intermolecular C H•••O hydrogen bonds (average C•••O distance; 3.437 A , , average C H•••O angle; 169.25°).
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## Abstract The synthesis of 3‐vinylthiophene was efficiently achieved in two steps. 3‐(2‐bromoethyl)thiophene prepared from 3‐(2‐ethanol)thiophene was converted to the title compound (70% overall yield) using tetraglyme as a solvent and 1,8‐diazabicyclo[5.4.0]undec‐7‐ene as a base.