1121-25-1Relevant articles and documents
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Chien,Cheng
, p. 867,869 (1970)
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Conversion of 5-hydroxymethylfurfural into 6-(hydroxymethyl)pyridin-3-ol: A pathway for the formation of pyridin-3-ols in honey and model systems
Hidalgo, Francisco J.,Lavado-Tena, Cristina M.,Zamora, Rosario
, p. 5448 - 5454 (2020/06/08)
The formation of 6-(hydroxymethyl)pyridin-3-ol by ring expansion of 5-(hydroxymethyl)furfural (HMF) in the presence of ammonia-producing compounds was studied to determine the routes of formation of pyridin-3-ols in foods. 6-(Hydroxymethyl)pyridin-3-ol was produced from HMF in model systems, mostly at neutral pH values, as a function of reaction times and temperature and with an activation energy (Ea) of 74 ± 3 kJ/mol, which was higher than that of HMF disappearance (43 ± 4 kJ/mol). A reaction pathway is proposed, which is general for the formation of pyridin-3-ols from 2-oxofurans. Thus, it explains the conversions of furfural into pyridin-3-ol and of 2-acetylfuran into 2-methylpyridin-3-ol, which were also studied. When honey and sugarcane honey were heated, they produced different pyridin-3-ols, although 6-(hydroxymethyl)pyridin-3-ol was the pyridine-3-ol produced to the highest extent. Obtained results suggest that formation of pyridin-3-ols in foods is unavoidable when 2-oxofurans are submitted to thermal heating and ammonia (or ammonia-producing compounds) is present.
Negishi coupling strategy of a repetitive two-step method for oligoarene synthesis
Shimizu, Haruka,Manabe, Kei
, p. 5927 - 5931 (2007/10/03)
A novel repetitive two-step method for oligoarene synthesis, based on Negishi cross-coupling of zinciophenoxides or zinciopyridinoxides with aryl triflates and subsequent triflation of the hydroxy group, was developed. Reaction conditions were optimized for the preparation of the arylzinc compounds and the palladium-catalyzed cross-coupling step.
An efficient facile and selective hydroxylation of nitrogen heterocycles
Nasreen, Aayesha,Adapa, Srinivas R.
, p. 501 - 506 (2007/10/03)
Nitrogen heterocycles have been efficiently hydroxylated under mild and neutral conditions by employing Cupric nitrate/phosphate buffer/30%hydrogen peroxide system. The present method afforded the biologically active and important hydroxy heterocycles. Th