Synthesis of (E)-3-(1H-pyrrol-3-yl)prop-2-ene derivatives using organophosphorous reagents
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Karousis, N.
(EN)
Πανεπιστήμιο Ιωαννίνων. Σχολή Θετικών Επιστημών. Τμήμα Χημείας
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Karousis, N.
(EN)
The synthesis of (E)-3-[1-(toluene-4-sulfonyl)-1H-pyrrol-3-yl]prop-2-ene derivatives from 1-(toluene-4-sulfonyl)-1H-pyrrole-3-carbaldehyde by the Horner-Wadsworth-Emmons (HWE) reaction, is described. However, the HWE reaction with diethyl methoxymethylphosphonate and diethyl (2-methoxy-ethoxy)methylphosphonate gave a different product, namely, diethyl {1-methoxy(or methoxyethoxy)-2-[1-(toluene-4-sulfonyl)1H-pyrrol-3-yl]vinyl}phosphonates, respectively. (E)-3-[1-(Toluene-4-sulfonyl)-1H-pyrrol-3-yl]prop-2-enes were easily hydrolysed to (E)-3-(1H-pyrrot-3-yl)prop-2-enes, two of which are natural products.
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