C→N Migrations of the Ethoxycarbonyl Group in Reactions of ortho-Substituted Aryl Isocyanates with the 1,3-Zwitterion Derived from Triisopropylphosphine and Ethyl 2-Cyanoacrylate.
✍ Scribed by Yu. G. Gololobov; P. V. Petrovskii; E. M. Ivanova; O. A. Linchenko; R. Schmutzler; L. Ernst; P. G. Jones; A. Karacar; M. Freytag; S. Okucu
- Publisher
- John Wiley and Sons
- Year
- 2003
- Weight
- 92 KB
- Volume
- 34
- Category
- Article
- ISSN
- 0931-7597
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✦ Synopsis
Abstract
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## Abstract Pyridinium and isoquinolinium ylides (**__7__** and **__12__**) derived from malonic ester react in an unusual manner with isocyanates giving the new pyridinium ylide (**__9__**) and the new isoquinolinium ylide (**__14__**). __C__ → __N__ Migration of the COOEt group takes place at roo
The kinetics of the reactions of aryl isocyanates with the zwitterion formed by the addition of triisopropylphosphine to ethyl 2-cyanoacrylate in acetonitrile solution have been determined by a spectrophotometric method. It was established that the reaction is second order overall, first order with