5769-16-4Relevant academic research and scientific papers
Phosphine-Catalyzed (4+1) Annulation: Rearrangement of Allenylic Carbamates to 3-Pyrrolines through Phosphonium Diene Intermediates
Blank, Brian R.,Andrews, Ian P.,Kwon, Ohyun
, p. 4352 - 4372 (2020/08/05)
We have developed a phosphine-catalyzed (4+1) annulative rearrangement for the preparation of 3-pyrrolines from allenylic carbamates via phosphonium diene intermediates. We employed this methodology to synthesize an array of 1,3-disubstituted- and 1,2,3-t
Catalyst-controlled C-O versus C-N allylic functionalization of terminal olefins
Strambeanu, Iulia I.,White, M. Christina
supporting information, p. 12032 - 12037 (2013/09/02)
The divergent synthesis of syn-1,2-aminoalcohol or syn-1,2-diamine precursors from a common terminal olefin has been accomplished using a combination of palladium(II) catalysis with Lewis acid cocatalysis. Palladium(II)/bis-sulfoxide catalysis with a silver triflate cocatalyst leads for the first time to anti-2-aminooxazolines (C-O) in good to excellent yields. Simple removal of the bis-sulfoxide ligand from this reaction results in a complete switch in reactivity to afford anti-imidazolidinone products (C-N) in good yields and excellent diastereoselectivities. Mechanistic studies suggest the divergent C-O versus C-N reactivity from a common ambident nucleophile arises due to a switch in mechanism from allylic C-H cleavage/functionalization to olefin isomerization/oxidative amination.
Diversification of a β-lactam pharmacophore via allylic C-H amination: Accelerating effect of Lewis acid co-catalyst
Qi, Xiangbing,Rice, Grant T.,Lall, Manjinder S.,Plummer, Mark S.,White, M. Christina
experimental part, p. 4816 - 4826 (2010/08/20)
This report describes the use of Pd(II)/bis-sulfoxide 1 catalyzed intra- and intermolecular allylic C-H amination reactions to rapidly diversify structures containing a sensitive β-lactam core similar to that found in the monobactam antibiotic Aztreonam.
Allylic C-H amination for the preparation of syn-1,3-amino alcohol motifs
Rice, Grant T.,White, M. Christina
supporting information; experimental part, p. 11707 - 11711 (2009/12/08)
A highly selective and general Pd/sulfoxide-catalyzed allylic C-H amination reaction en route to syn-1,3-amino alcohol motifs is reported. Key to achieving this reactivity under mild conditions is the use of electron-deficient N-nosyl carbamate nucleophil
Palladium-catalyzed carbonylation of (arylsulfonyliminoido)-benzenes to arylsulfonyl isocyanates
Besenyei,Simandi
, p. 2839 - 2842 (2007/10/02)
In the presence of palladium complexes as catalysts, carbonylation of (arylsulfonyliminoiodo)benzenes to arylsulfonyl isocyanates can be accomplished with 50-80% yield.
Phosphonoureide and phosphonothioureide anthelmintics
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, (2008/06/13)
This invention relates to novel anthelmintic compounds containing an arylene or divalent heterocyclic ring whose free valences are satisfied by 1. a disubstituted phosphoryl ureido or thioureido group and 2. an amino group or a substituted amido or thioamido group, To compositions containing them, and to methods of using them for the treatment of intestinal parasites in mammals and birds.
