87920-03-4Relevant academic research and scientific papers
Base-Promoted Reaction of O-Sulfonylated Hydroxamic Acids with Nucleophiles. A New Mehtod for the Synthesis of α-Substituted Amides
Hoffman, Ribert V.,Nayyar, Naresh K.,Chen, Wenting
, p. 5700 - 5707 (2007/10/02)
Treatment of a series of hydroxamic acids 2 with mesyl chloride in the presence of 2 equiv of triethylamine at 0 deg C gives 2-chloroamides 3 in good yields.Use of a single equivalent of triethylamine gives the N-(mesyloxy)amides 1, which are versatile sy
155. N-Methyl-C-(trichlortitanio)formimidoylchlorid. Ein effizientes Reagenz zur Homologisierung von Aldehyden und Ketonen zu α-Hydroxy-carbonsaeureamiden
Schiess, Martin,Seebach, Dieter
, p. 1618 - 1623 (2007/10/02)
The known title compound 6 formed by addition of titanium tetrachloride to methyl isocyanide in methylene chloride adds to the carbonyl group of aldehydes and ketones.The adducts 7 are hydrolized to N-methyl-α-hydroxycarboxamides 8 which are (from ketones) or are not branched (from aldehydes) in the α-position.The yields in this new modification of the Passerini reaction are near 90percent, also with readily enolized ketones such as acetone and acetophenone.In contrast to the previously used organotitanium reagents of the type RTiX3, the preparation of the reagent 6 does not require any Li-, Mg- or Zn-derivative as a precursor.
