59695-23-7Relevant articles and documents
Morpholine derivative oxidation ring-opening method and product thereof
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Paragraph 0039; 0042-0045, (2021/07/08)
The invention relates to a morpholine derivative oxidation ring-opening method and a product thereof, and belongs to the technical field of compound preparation. The method for promoting oxidative cracking of C (sp3)-C (sp3) bonds of a morpholine derivative by visible light has been successfully developed under the inspiration of the design concept of visible light induced C (sp3)-C (sp3) bond cracking. According to the morpholine derivative oxidation ring-opening method, C (sp3)-C (sp3) bonds without ring stress are cracked by using visible light as an energy source and O2 as a final oxidizing agent, use of transition metal, high temperature, high pressure and chemical equivalent dangerous oxidizing agents is avoided, good functional group tolerance is established, 30 substrates are obtained, the yield is as high as 83%, and a supplementary scheme is provided for realizing oxidative cracking of the morpholine derivative under a mild condition.
Visible-Light-Mediated Aerobic Oxidative C(sp3)?C(sp3) Bond Cleavage of Morpholine Derivatives Using 4CzIPN as a Photocatalyst
Dong, Chun-Lin,Huang, Lan-Qian,Guan, Zhi,Huang, Chu-Sheng,He, Yan-Hong
supporting information, p. 3803 - 3811 (2021/06/28)
Herein, a metal-free strategy for the aerobic oxidative cleavage of the inert C(sp3)?C(sp3) bond was developed. Deconstruction of morpholine derivatives was conducted using visible light as an energy source and O2 as an oxidant under mild conditions. This procedure demonstrated suitable selectivity and functional group tolerance. Moreover, a possible mechanism involving a radical process was proposed based on a series of mechanism exploration and control experiments. (Figure presented.).
Practical Catalytic Cleavage of C(sp3)?C(sp3) Bonds in Amines
Li, Wu,Liu, Weiping,Leonard, David K.,Rabeah, Jabor,Junge, Kathrin,Brückner, Angelika,Beller, Matthias
supporting information, p. 10693 - 10697 (2019/07/09)
The selective cleavage of thermodynamically stable C(sp3)?C(sp3) single bonds is rare compared to their ubiquitous formation. Herein, we describe a general methodology for such transformations using homogeneous copper-based catalysts in the presence of air. The utility of this novel methodology is demonstrated for Cα?Cβ bond scission in >70 amines with excellent functional group tolerance. This transformation establishes tertiary amines as a general synthon for amides and provides valuable possibilities for their scalable functionalization in, for example, natural products and bioactive molecules.
Buchwald-Hartwig Amination of (Hetero)Aryl Tosylates Using a Well-Defined N-Heterocyclic Carbene/Palladium(II) Precatalyst
Zhang, Yin,Lavigne, Guy,César, Vincent
, p. 7666 - 7673 (2015/08/18)
The cross-coupling of aryl tosylates with amines and anilines was achieved by using for the first time a Pd-NHC system based on the popular Pd-PEPPSI precatalyst platform in which the anchoring imidazol-2-ylidene ligand IPr (NMe2)2 incorporates two dimethylamino groups as backbone substituents enhancing both the electronic and steric properties of the carbene. The system optimization and its application scope are disclosed.
Synthesis and in vitro evaluation of imidazopyridazines as novel inhibitors of the malarial kinase PfPK7
Bouloc, Nathalie,Large, Jonathan M.,Smiljanic, Ela,Whalley, David,Ansell, Keith H.,Edlin, Christopher D.,Bryans, Justin S.
scheme or table, p. 5294 - 5298 (2009/05/08)
A high-throughput screening campaign identified a number of imidazopyridazines as novel inhibitors of the malarial kinase PfPK7. Further synthetic chemistry efforts enabled the preparation of a number of analogues with promising in vitro potencies. Although these compounds show likely broad spectrum inhibitory activity, they represent a useful starting point for further chemical optimisation.