ORGANISCHE PHOSPHORVERBINDUNGEN 81 HERSTELLUNG VON HETEROCYCLISCH SUBSTTTUIERTEN PHOSPHINOXIDEN UND DEREN VERWENDUNG IN DER WITTIG-HORNER REAKTION
- 1 July 1987
- journal article
- research article
- Published by Taylor & Francis in Phosphorus and Sulfur and the Related Elements
- Vol. 32 (1-2) , 65-72
- https://doi.org/10.1080/03086648708080653
Abstract
The reaction of dimethyl-chloromethylphosphinoxide with the alkali salts of imidazole, pyrazole, triazole, benztriazole, 2-methyIimidazole, benzimidazole, tetrazole, and indazole yields the corresponding dimethyl-heterocyclic substituted methylphosphine oxides 1a-1i (Table I). These phosphine oxides easily undergo a Wittig-Horner reaction when treated with aldehydes and ketones and give a cis/trans = 1:1 mixture of the corresponding olefines 2a, 2a′, 2b, 2d and 2f. Several of these can be separated by flash chromatography into the pure cis and trans isomers. It was observed that only the cis compounds exhibit fungicidal activity against Erysiphe graminis.Keywords
This publication has 1 reference indexed in Scilit:
- Addition d'hétérocycles azotés aux alcynes arylés; synthèse de N‐styrylazolesJournal of Heterocyclic Chemistry, 1978