126569-71-9Relevant academic research and scientific papers
o-Iodoxybenzoic Acid (IBX) as a Viable Reagent in the Manipulation of Nitrogen- and Sulfur-Containing Substrates: Scope, Generality, and Mechanism of IBX-Mediated Amine Oxidations and Dithiane Deprotections
Nicolaou,Mathison, Casey J. N.,Montagnon, Tamsyn
, p. 5192 - 5201 (2004)
o-Iodoxybenzoic acid (IBX), a highly versatile hypervalent iodine(V) reagent, was found to efficiently mediate the dehydrogenation of amines in addition to facilitating the oxidative cleavage of dithioacetals and dithioketals. Through the development of relevant IBX-based protocols, a plethora of useful synthetic intermediates, including imines, oximes, ketones, and aromatic N-heterocycles, were found to be readily accessible under notably mild conditions. Further investigation of these transformations led to the elucidation of valuable mechanistic details, resulting in the conclusion that they proceed via ionic rather than single electron transfer (SET) pathways.
New reactions of IBX: Oxidation of nitrogen- and sulfur-containing substrates to afford useful synthetic intermediates
Nicolaou,Mathison, Casey J. N.,Montagnon, Tamsyn
, p. 4077 - 4082 (2007/10/03)
New reactions for the synthetic toolbox: 2-lodoxybenzoic acid (IBX) was employed to access a diverse array of useful synthetic intermediates. Among other transformations, the developed chemistry converts amines into imines, dithianes into carbonyl groups, N-heterocycles into N-heteroaromatic compounds, and hydroxylamines into oximes in high yields.
Stereocontrolled Synthesis of N-Vinyl-, N-(1'-Propenyl)-, and N-Unsubstituted-β-lactams from 2-Aza-1,3-butadienes via the Staudinger Reaction
Georg, Gunda I.,He, Ping,Kant, Joydeep,Wu, Zhi-jun
, p. 5771 - 5778 (2007/10/02)
2-Aza-1,3-butadienes 2 and 5 were synthesized in good yields and on a large scale.Reaction of 2 and 5 with acid chlorides in the presence of triethylamine (Staudinger reaction) resulted in the high-yielding formation of N-vinyl- and N-(1'-propenyl)-β-lact
N-vinyl and N-unsubstituted β-lactams from 1-substituted 2-aza-1,3-butadienes
Georg,He,Kant,Mudd
, p. 451 - 454 (2007/10/02)
The reaction of acid chlorides and N-vinyl imines results in the stereoselective formation of cis N-vinyl β-lactams. The N-vinyl protecting group can be removed either oxidatively or hydrolytically to yield N-substituted β-lactams.
3,3-Dichloro-2-azetidinone derivatives
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, (2008/06/13)
Compounds having the formula STR1 wherein A1 is an alkylene group having 2 to 4 carbon atoms; R1 is dialkylamino or a nitrogen containing heterocyclic group and R2 is phenyl, substituted phenyl, naphthyl, or 1,3-benzodioxo
