Electroreductive synthesis of 1-(bromobenzyl)-isoquinoline derivatives and its application to cularine synthesis
✍ Scribed by Tatsuya Shono; Tetsuya Miyamoto; Masamichi Mizukami; Hiroshi Hamaguchi
- Publisher
- Elsevier Science
- Year
- 1981
- Tongue
- French
- Weight
- 168 KB
- Volume
- 22
- Category
- Article
- ISSN
- 0040-4039
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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**.
The palladium(0)-catalyzed reaction of derivatives of g-amino-a,b-unsaturated esters bearing an N-(2-iodobenzoyl) substituent results in an intramolecular Heck reaction, the outcome of which depends on the structure of the substrate as well as on the experimental conditions. The methodology develope