82201-16-9Relevant articles and documents
Tritium labelled alkenes via the Shapiro reaction
Saljoughian, Manouchehr,Morimoto, Hiromi,Than, Chit,Williams, Philip G.
, p. 2923 - 2926 (1996)
We report a simple synthesis of a variety of tritiated alkenes with high specific activity. In each case, the trisylhydrazone derivative of the ketone was converted to the vinyllithium intermediate, which was then quenched with high specific activity trit
Silicon-Directed Nazarov Reactions II. Preparation and Cyclization of β-Silyl-substituted Divinyl Ketones
Jones, Todd K.,Denmark, Scott E.
, p. 2377 - 2396 (2007/10/02)
Two general methods for the preparation of β-silyl-substituted divinyl ketones have been developed starting from either α,β-unsaturated aldehydes or simple ketones.Anhydrous FeCl3 induces the cyclization to cyclopentenones under mild conditions and in good yields with predictable and complete control over the position of the double bond in the five-membered ring.The observed effects of substituents on rate can be explained by a rate-determining cationic electrocyclization.Silyl substitution has been shown to retard the reaction.
The Conversion of Aldehydes and Ketones via their 2,4,6-Tri-isopropylbenzenesulphonyl Hydrazones into Nitriles containing One Additional Carbon Atom
Jiricny, Josef,Orere, Daniel M.,Reese, Colin B.
, p. 1487 - 1492 (2007/10/02)
2,4,6-Tri-isopropylbenzenesulphonyl hydrazones of aliphatic and alicyclic aldehydes and ketones react readily with potassium cyanide in boiling methanol solution to give the corresponding nitriles (containing one more carbon atom than the original aldehyde or ketone) in satisfactory yield. Under the same conditions, benzaldehyde 2,4,6-tri-isopropylbenzenesulphonyl hydrazone gives phenylacetonitrile in very low yield.In some cases, the arenesulphonyl hydrazones may be generated in situ, in methanol solution, from the carbonyl compounds and 2,4,6-tri-isopropylbenzenesulphonohydrazide (11a), thereby constituting a one-pot preparation or the nitriles.
