A very simple, safe and powerful method for the in situ generation of formaldehyde at low temperature in anhydrous conditions is described. This new tool avoids the use of gaseous formaldehyde and is suitable for basic carbon nucleophiles which cannot be generated in aqueous reaction media. Various substrates, including organolithium reagents and enolates, underwent smooth hydroxymethylation showing the versatility of this process. A Wittig reaction was also carried out in high yield. [reaction: see text]
A novel one-pot methodology is described for the synthesis of functionalized pyrrolopyridinones using in situ generated formimines and an ortho-lithiated pyridinecarboxamide species. Depending on the reaction conditions, this procedure allows versatile access to aminomethylated pyridinecarboxamides, 2,3-dihydro-pyrrolopyridinones, or 1,1-dialkylated 2,3-dihydro-pyrrolopyridinone derivatives. [reaction: see text]
ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract, please click on HTML or PDF.
Cyclobutane derivatives Q 0022A Convenient One-Pot Preparation of Stable Equivalents of Cyclobutane-1,2-dione and Cyclobutanetrione. -Half-protected cyclobutanedione (III) is much more stable than cyclobutanedione itself and allows further transformations to derivatives of type (V). -(DEGUEST, G.; BISCHOFF*, L.; FRUIT, C.; MARSAIS, F.; Synth.
Fused pyridine derivatives R 0450Aminomethylation of Lithiated Nicotinamide: Access to New Pyridolactams. -Lithiated nicotinamide and cyanomethylamines undergo tandem aminomethylation-cyclization reaction to provide the desired heterocyclic skeleton. Substrates (II) are easily prepared from chloroacetonitrile and the appropriate amines. -(PRIEUR, E.; AZZOUZ, R.; DEGUEST, G.; FRUIT, C.; BISCHOFF*, L.; MARSAIS, F.; Tetrahedron Lett. 49 (2008) 3, 437-440; Lab. Chim. Org. Fine Heterocycl., IRCOF, Inst. Natl. Sci. Appl. Rouen, F-76131 Mont-Saint-Aignan, Fr.; Eng.) -Mais 18-141
scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.