2005
DOI: 10.3184/030823405775146889
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Simple amidation of unprotected phenol-containing 2-alkenoic acids

Abstract: A series of amides of 2-E-alkenoic acids have been synthesised through the activation of these acids with dicyclohexylcarbodiimide / pentafluorophenol and further reaction with amines under microwave irradiation. In daylight, the E-configured amides undergo a slow photochemical E/Z-isomerisation. Photoirradiation experiments with selected 3-(hydroxyphenyl)-2(E)-alkenamides were carried out using a high pressure mercury UV lamp.

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Cited by 4 publications
(1 citation statement)
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“…In other literatures, microwave was applied instead of tradditional heating, which reduced the reaction time to several minutes and yielded high percentage of 4-methoxy-cinnamic acid [20][21][22][23][24]. Recently, Verley-Doebner modification with the use of malonic acid and β-alanine as co-catalyst in the presence of pyridine showed a great potential for the preparation of a wide range of cinnamic acid derivatives [25][26][27][28][29]. In this article, we also used Verley-Doebner modification for the preparation of 4-ethoxy-cinnamic acid with thoroughly investigation of the effect of βalanine concentration on the conversion of 4-ethoxy-benzaldehyde which has not yet been mentioned in the literature.…”
Section: Introductionmentioning
confidence: 99%
“…In other literatures, microwave was applied instead of tradditional heating, which reduced the reaction time to several minutes and yielded high percentage of 4-methoxy-cinnamic acid [20][21][22][23][24]. Recently, Verley-Doebner modification with the use of malonic acid and β-alanine as co-catalyst in the presence of pyridine showed a great potential for the preparation of a wide range of cinnamic acid derivatives [25][26][27][28][29]. In this article, we also used Verley-Doebner modification for the preparation of 4-ethoxy-cinnamic acid with thoroughly investigation of the effect of βalanine concentration on the conversion of 4-ethoxy-benzaldehyde which has not yet been mentioned in the literature.…”
Section: Introductionmentioning
confidence: 99%