27584-70-9Relevant academic research and scientific papers
General Synthesis of Secondary Alkylamines by Reductive Alkylation of Nitriles by Aldehydes and Ketones
Sch?nauer, Timon,Thom?, Sabrina L. J.,Kaiser, Leah,Zobel, Mirijam,Kempe, Rhett
supporting information, p. 1609 - 1614 (2020/12/22)
The development of C?N bond formation reactions is highly desirable due to their importance in biology and chemistry. Recent progress in 3d metal catalysis is indicative of unique selectivity patterns that may permit solving challenges of chemical synthesis. We report here on a catalytic C?N bond formation reaction—the reductive alkylation of nitriles. Aldehydes or ketones and nitriles, all abundantly available and low-cost starting materials, undergo a reductive coupling to form secondary alkylamines and inexpensive hydrogen is used as the reducing agent. The reaction has a very broad scope and many functional groups, including hydrogenation-sensitive examples, are tolerated. We developed a novel cobalt catalyst, which is nanostructured, reusable, and easy to handle. The key seems the earth-abundant metal in combination with a porous support material, N-doped SiC, synthesized from acrylonitrile and a commercially available polycarbosilane.
A dichlorination-reductive-dechlorination route to N-acetyl-2-oxazolone
Gaenzler, Faith Corbo,Smith, Michael B.
, p. 1299 - 1301 (2008/02/08)
We have shown that sulfuryl chloride is an efficient reagent for the conversion of 2-oxazolidinone into the dichloro derivative, N-acetyl-4,5- dichloro-2-oxazolidinone. Subsequent Zn/AcOH reductive dehalogenation of this trans-dichloride gives N-acetyl-2-oxazolone. The dichloride was previously reported as an undesired side product in the preparation of N-acetyl-2-oxazolone from the monochloro oxazolidinone. In our hands, the dichloride is a key intermediate in a new synthesis of 2-oxazolone, that avoids the use of chlorine gas. Georg Thieme Verlag Stuttgart.
Compounds which mimic the chemical and biological properties of discodermolide
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, (2008/06/13)
Compounds which mimic the chemical and/or biological activity of discodermolide are provided and intermediates useful in their preparation.
Substituted 4-hydroxy-phenylalcanoic acid derivatives with agonist activity to PPAR-gamma
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, (2008/06/13)
A compound having formula (I), wherein A is selected from the group consisting of: (i) phenyl, wherein said phenyl is optionally substituted by one or more halogen atoms, C1-6alkyl, C1-3alkoxy, C1-3fluoroalkoxy, nitrile, or —NR7R8where R7and R8are independently hydrogen or C1-3alkyl; (ii) a 5- or 6-membered hetrocyclic group containing at least one heteroatom selected from oxygen, nitrogen and sulfur; and (iii) a fused bicyclic ring (a), wherein ring C represents a heterocyclic group as defined in point (ii) above, which bicyclic ring is attached to group B via a ring atom of ring C; B is selected from the group consisting of: (iv) C1-6alkylene; (v) —MC1-6alkylene or C1-6alkyleneMC1-6alkylene, wherein M is O, S, or —NR2wherein R2represents hydrogen or C1-3alkyl; (vi) a 5- or 6-membered heterocyclic group containing at least one nitrogen heteroatom and optionally at least one further heteroatom selected from oxygen, nitrogen and sulfur and optionally substituted by C1-3alkyl; and (vii) Het-C1-6alkylene, wherein Het represents a heterocyclic group as defined in point (vi) above; Alk represents C1-3alkylene; R1represents hydrogen or C1-3alkyl; Z is selected from the group consisting of: (viii) —(C1-3alkylene) phenyl, which phenyl is optionally substituted by one or more halogen atoms; and (ix) —NR3R4, wherein R3represents hydrogen or C1-3alkyl, and R4represents —Y—(C═O)—T—R5, or —Y—(CH(OH))—T—R5.
Synthetic techniques and intermediates for polyhydroxy, dienyl lactone derivatives
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, (2008/06/13)
Synthetic methods for lactone-containing compounds such as the discodermolides are provided, as are compounds which mimic the chemical and/or biological activity thereof, and methods and intermediates useful in their preparation.
Substituted 1-phenyl-3-pyrazolecarboxamides active on neurotensin receptors, their preparation and pharmaceutical compositions containing them
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, (2008/06/13)
The invention relates to new substituted 1-phenyl-3-pyrazolecarboxamides having a great affinity for human neurotensin receptors, to a process for preparing them and to pharmaceutical compositions containing them as active principles. More particularly, this invention relates to the discovery that the affinity for neurotensin receptors, especially human neurotensin receptors, is increased by substituting the phenyl group of 1-phenyl-3-pyrazolecarboxamide compounds with particular groups.
Synthetic techniques and intermediates for polyhydroxy, dienyl lactones and mimics thereof
-
, (2008/06/13)
Synthetic methods for lactone-containing compounds such as the discodermolides are provided, as are compounds which mimic the chemical and/or biological activity thereof, and methods and intermediates useful in their preparation.
The N-Substitution of Aliphatic Primary Amines via 1-benzotriazoles: Preparation of Secondary Amines
Katritzky, Alan R.,Glen, Noble,Pilarski, Boguslaw,Harris, Philip
, p. 1443 - 1446 (2007/10/02)
A new method has been developed for the selective conversion of primary aliphatic amines into unsymmetrical secondary amines by Grignard reaction of 1-benzotriazoles 1.This method employs simple procedures and mild conditions, and is specific in that onyl monoalkylation of the primary amines results.
Cardiotonic alkanoyl and aroyl oxazolones
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, (2008/06/13)
Alkanoyl or aroyl oxazolones enhance myocardial contractile force and are useful as cardiotonics in the treatment of heart failure.
Cardiotonic phenyl oxazolones
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, (2008/06/13)
Phenyloxazolones are useful as cardiotonics in the treatment of heart failure and enhance cardiac function.
