149552-41-0Relevant academic research and scientific papers
Synthesis of the oxygenated pactamycin core
Knapp, Spencer,Younong, Yu
, p. 1359 - 1362 (2007)
Figure presented Pactamycin, one of the most complex and densely functionalized aminocyclitol antibiotics known, presents synthetic challenges that include reactivity and sterics, relative and absolute stereochemistry, and functional group compatibility a
Double Functionalization of Styrenes by Cu-Mediated Assisted Tandem Catalysis
Kawauchi, Daichi,Ueda, Hirofumi,Tokuyama, Hidetoshi
supporting information, p. 2056 - 2060 (2019/03/13)
The double functionalization of styrenes through Cu-mediated assisted tandem catalysis was developed. The reaction was initiated by Cu-catalyzed aziridination and the subsequent nucleophilic ring-opening, which was triggered by the addition of (NH4)2S2O8 as an oxidant of Cu-catalyst to form a variety of C–C and C–X bonds. The expansion to three contiguous catalytic cycles led to the synthesis of functionalized indolines by one-pot operation.
NOVEL THIOPHENE SULFOXIMINES FOR TREATING COMPLEMENT-MEDIATED DISEASES AND CONDITIONS
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Page/Page column 38, (2008/06/13)
Disclosed are compounds for treating the symptoms of an acute or chronic disorder mediated by the classical pathway of the complement cascade. Said compounds are of Formula I I or a solvate, hydrate, pharmaceutically acceptable salt, or prodrug thereof; wherein Ra, Rb, and Rc are defined in the specification, as are A Z, Q, R1 and R2.
Catalytic asymmetric heterogeneous aziridination of styrene using CuHY: Effect of nitrene donor on enantioselectivity
Taylor, Sophia,Gullick, John,McMorn, Paul,Bethell, Donald,Page, Philip C. Bulman,Hancock, Frederick E.,King, Frank,Hutchings, Graham J.
, p. 1714 - 1723 (2007/10/03)
The copper-catalysed aziridination of styrene with copper-exchanged zeolite Y (CuHY) and copper(II) triflate (trifluoromethanesulfonate) (Cu(OTf)2) as catalysts is described in detail. Two nitrene donors, [N-(p-tolylsulfonyl)imino)]phenyliodinane (PhI=NTs) and [N-(p-nitrophenylsulfonyl)imino]phenyliodinane (PhI=NNs) are compared. Modification of the catalyst with bis(oxazolines) affords enantioselective catalysts and a range of chiral bis-(oxazolines) has been studied. The ratio of nitrene donor to styrene is shown to be an important factor controlling both the yield and ee of aziridine formed. The best results are obtained with PhI=NNs; ee, ≥ 90%, together with high yields (≥ 85%), can readily be achieved with this nitrene donor using acetonitrile as solvent. Addition of the nitrene donor over a period of time, rather than all at the start of the reaction, is shown to enhance the yield of the aziridine but the ee is significantly decreased for both the homogeneous and the heterogeneous catalysts. Experiments in which the breakdown products of the nitrene donor, iodobenzene and the corresponding sulfonamide, are added at the star of the reaction show that a complex interplay exists at the copper active site between the reactants, products, chiral modifier and the solvent. However, the heterogeneous catalyst, CuHY, is found to give enhanced enantioselection for a range of bis(oxazolines) compared to the homogeneous catalyst, and the effect is considered to be due to the confinement of the catalyst within the micropores of the zeolite.
Preparation and evaluation of nitrene precursors (PhI=NSO2Ar) for the copper-catalyzed aziridination of olefins
Soedergren, Mikael J.,Alonso, Diego A.,Bedekar, Ashutosh V.,Andersson, Pher G.
, p. 6897 - 6900 (2007/10/03)
The preparation of different [N-(arenesulfonyl)imino]phenyliodinanes is described along with an evaluation of their utility as nitrene precursors for the copper-catalyzed aziridination of different olefins. The best results were obtained with p-NO2/
A new method for the preparation of (arylsulfonyliminoiodo)benzenes
Besenyei, Gabor,Nemeth, Sandor,Simandi, Laszlo I.
, p. 6105 - 6106 (2007/10/02)
(Arylsulfonyliminoiodo)benzenes (3) can be prepared in 52-92% yield via the reaction of dimethoxyiodobenzene (1) with the corresponding arylsulfonamide in MeOH or CH2Cl2 at room temperature.
