1,3-Dipolar cycloaddition reactions of cyclooctyne with pyridinium dicynomethylides
✍ Scribed by Kiyoshi Matsumoto; Ryuji Ohta; Takane Uchida; Hiroyasu Nishioka; Maki Yoshida; Akikazu Kakehi
- Publisher
- Journal of Heterocyclic Chemistry
- Year
- 1997
- Tongue
- English
- Weight
- 387 KB
- Volume
- 34
- Category
- Article
- ISSN
- 0022-152X
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✦ Synopsis
Abstract
Cyclooctyne smoothly underwent 1,3‐dipolar cycloaddition with pyridinium dicyanomethylides to afford the corresponding indolizines (8‐cyario‐7‐azatricyclo[7.6.0.0^2,7^]pentadeca‐1,3,5,8‐tetraenes) in excellent yields.
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## Abstract Reactions of cyclooctyne with diazoalkanes (IVa) and (VI) containing electron‐donating groups proceed with very high reaction rates which are comparable to those obtained in analogous cycloaddition reactions employing azides or nitrones.