345928-21-4Relevant articles and documents
Extending the Scope of the B(C6F5)3-Catalyzed C=N Bond Reduction: Hydrogenation of Oxime Ethers and Hydrazones
Mohr, Jens,Porwal, Digvijay,Chatterjee, Indranil,Oestreich, Martin
, p. 17583 - 17586 (2015/12/05)
The B(C6F5)3-catalyzed hydrogenation is applied to aldoxime triisopropylsilyl ethers and hydrazones bearing an easily removable phthaloyl protective group. The C=N reduction of aldehyde-derived substrates (oxime ethers and hydrazones) is enabled by using 1,4-dioxane as the solvent known to participate as the Lewis-basic component in FLP-type heterolytic dihydrogen splitting. More basic ketone-derived hydrazones act as Lewis bases themselves in the FLP-type dihydrogen activation and are therefore successfully hydrogenated in nondonating toluene. The difference in reactivity between aldehyde- and ketone-derived substrates is also reflected in the required catalyst loading and dihydrogen pressure.
Reactions of N-Aminophthalimide With Electrophiles. II. Preparation and Properties of Araldehyde Hydrazones
Hearn, Michael J.,Lucero, Elena R.
, p. 1537 - 1539 (2007/10/02)
N-Aminophthalimide (I) reacted with a variety of aromatic aldehydes to give the related arylideneaminophthalimides (III-X), although typical ketones such as acetone and benzophenone did not under the specific conditions employed.Catalytic reduction of benzylideneaminophthalimide (III) led to N-benzylaminophthalimide (XI), a stable acid-free precursor of benzylhydrazine.