46721-85-1Relevant articles and documents
Olefination via Cu-Mediated Dehydroacylation of Unstrained Ketones
Dong, Guangbin,Xu, Yan,Zhou, Xukai
supporting information, p. 20042 - 20048 (2021/12/03)
The dehydroacylation of ketones to olefins is realized under mild conditions, which exhibits a unique reaction pathway involving aromatization-driven C-C cleavage to remove the acyl moiety, followed by Cu-mediated oxidative elimination to form an alkene between the α and β carbons. The newly adopted N′-methylpicolinohydrazonamide (MPHA) reagent is key to enable efficient cleavage of ketone C-C bonds at room temperature. Diverse alkyl- and aryl-substituted olefins, dienes, and special alkenes are generated with broad functional group tolerance. Strategic applications of this method are also demonstrated.
A Study of Boratriazaroles: An Underdeveloped Class of Heterocycles
Liew, Sean K.,Holownia, Aleksandra,Tilley, Andrew J.,Carrera, Elisa I.,Seferos, Dwight S.,Yudin, Andrei K.
, p. 10444 - 10453 (2016/11/17)
Boratriazaroles were discovered in the late 1960s, and since then, a variety of substituted boratriazarole derivatives have been prepared. However, no study has compared the properties of these BN heterocycles with their carbon-based analogues. In this work, we have prepared a series of boratriazarole derivatives and have investigated how structural variations in the five-member heterocycle affect photophysical and electronic properties. Boratriazaroles exhibit absorption and emission spectra comparable to those of their azacycle analogues but have a markedly lower quantum yield. The quantum yield can be increased with the incorporation of a 2-pyridyl substitution on the boratriazaroles, and the structural and optoelectronic properties are further influenced by the nature of the B-aryl substituent. Introducing an electron-deficient p-cyano group on the B-phenyl substituent creates a twisted intramolecular charge transfer state that causes a large Stokes shift and positive solvatochromism. Our work should serve to guide future synthetic efforts toward the application of boratriazaroles in materials science.
Inhibiteurs mixtes des voies de la cyclooxygenase et des lipoxygenases: synthese et activite de derives hydrazoniques
Ghiglieri-Bertez, Chantal,Coquelet, Claude,Alazet, Alain,Bonne, Claude
, p. 147 - 152 (2007/10/02)
Dual inhibitors of the cyclooxygenase and lipoxygenase pathways: synthesis and activity of hydrazone derivatives.Non-steroidal anti-inflammatory drugs (NSAIDs) act by preventing prostaglandin production.In recent years, research on non-steroid dual inhibitors of prostaglandin and leukotriene biosyntheses has been developed.These compounds should represent a new class of anti-inflammatory drugs, with a wider spectrum of activity than classical NSAIDs.The present paper reports the synthesis of hydrazone derivatives.The effect of various substitutions is studied on platelet cyclooxygenase (i.e. prostaglandin synthesis) and on leukocyte 5-lipoxygenase (i.e. leukotriene synthesis).Among the 50 tested compounds, 2 hydrazone derivatives were selected for their significant dual inhibitory potency: 2-acetylthiophene-2-thiazolylhydrazone 5g, and N-phenyl benzimidrazone 6c.Keywords - non-steroidal anti-inflammatory drugs / hydrazones / dual inhibitor / cyclooxygenase / lipoxygenase
