Arylation of diethyl alkylmalonates: synthetic route ...
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| Title | Arylation of diethyl alkylmalonates: synthetic route to diethyl alkyl(substituted aryl)malonates with the aid of temporary arene complexation by the cyclopentadienyliron moiety. |
| Author(s) | A. Piorko, A. Abd-El-Aziz, C. Lee, R. Sutherland |
| Journal | Section Title: Organometallic and Organometalloidal Compounds, Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999) |
| Date | 1989 |
| Volume | |
| Issue | 3 |
| Start page | 469 |
| End page | 475 |
| Abstract | Nucleophilic substitution of Cl in the cyclopentadienyliron hexafluorophosphates of chlorobenzene, isomeric chlorotoluenes and dichlorobenzenes I (Cp = cyclopentadienyl, R1 = o-, p-Me, -Cl, m-Cl) with the anions generated from di-Et alkylmalonates R2CH(CO2Et)2 (R2 = Me, Et) leads to the formation of cyclopentadienyliron complexes II. An excess of the anion employed in reactions with the m- and p-dichlorobenzene complexes leads to substitution of both Cl atoms and formation of isomeric phenylenedimalonate complexes II [R1 = CEt(CO2Et)2]. Malonyl cations II possessing a chloro substituent on the complexed Ph ring provide the possibility of further modifications of Ph ring substituents via substitution [e.g. III] or addn. reactions. The described complexes have been demetalated giving di-Et alkyl(substituted phenyl)malonates in >50% overall yield from I. [on SciFinder(R)] |
| ISSN | 0300-922X |
Using APA 6th Edition citation style.
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