Synthesis of 5-Bromopyridyl-2-magnesium Chloride and Its Application in the Synthesis of Functionalized Pyridines
✍ Scribed by Jinhua J. Song; Nathan K. Yee; Zhulin Tan; Jinghua Xu; Suresh R. Kapadia; Chris H. Senanayake
- Publisher
- John Wiley and Sons
- Year
- 2005
- Weight
- 31 KB
- Volume
- 36
- Category
- Article
- ISSN
- 0931-7597
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## Abstract A method for the preparation of 3‐(fluoroalkyl)‐substituted 2‐azabutadienes **5** by aza‐Wittig reaction of __N__‐vinylic 3‐(fluoroalkyl)phosphazenes **4** and aldehydes is reported. Thermal 6π‐electrocyclization of these azadienes gives 3‐(fluoroalkyl)‐substituted isoquinolines **6**.
At -40°C aryl iodides that contain other functional groups can be selectively converted into Grignard reagents, which react with electrophiles such as benzaldehyde in the usual manner [Eq. (a)]. Aryl bromides and iodides that are immobilized as esters on a Wang resin behave analogously.
## Abstract For Abstract see ChemInform Abstract in Full Text.