- Photoinduced Olefin Diamination with Alkylamines
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Vicinal diamines are ubiquitous materials in organic and medicinal chemistry. The direct coupling of olefins and amines would be an ideal approach to construct these motifs. However, alkene diamination remains a long-standing challenge in organic synthesis, especially when using two different amine components. We report a general strategy for the direct and selective assembly of vicinal 1,2-diamines using readily available olefin and amine building blocks. This mild and straightforward approach involves in situ formation and photoinduced activation of N-chloroamines to give aminium radicals that enable efficient alkene aminochlorination. Owing to the ambiphilic nature of the β-chloroamines produced, conversion into tetra-alkyl aziridinium ions was possible, thus enabling diamination by regioselective ring-opening with primary or secondary amines. This strategy streamlines the preparation of vicinal diamines from multistep sequences to a single chemical transformation.
- Angelini, Lucrezia,Govaerts, Sebastian,Hampton, Charlotte,Leonori, Daniele,Malet-Sanz, Laia,Ruffoni, Alessandro
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supporting information
p. 15021 - 15028
(2020/06/17)
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- A green synthetic benproperine phosphate in intermediates (by machine translation)
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A green synthetic benproperine phosphate in intermediates, which belongs to the technical field of pharmaceutical intermediates. The process in the phenol and benzyl alcohol benzylating reaction, the introduction of 1, 1, 3, 3 - [...] sulfonyl propylene (TTP)/hexafluoroisopropanol (HFIP) catalytic system, the steps of reaction to enhance the yield of 95% - 100%; after a series of reaction can obtain the target product benproperine phosphate, avoid the Al2 O3 First activated and reaction, the production process is greatly simplified, improving the selectivity, yield is greatly improved. In the substituted hydroxy substitution chlorine in the step into, the introduction of methyl dichloro silane, anhydrous ferric trichloride, ethylene glycol dimethyl ether replacing thionyl chloride, benzene and pyridine. No sulfur dioxide, hydrogen chloride and other corrosive contaminants. Reduces the environment pollution and difficulty of post-processing; and easy operation, processing is simple. The method greatly improves the yield, the cost is reduced, and the safety is improved, and the energy is saved, accord with the green reaction of modern chemical production requirement. (by machine translation)
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- COMPOSITION COMPRISING BENPROPERINE DERIVATIVES AS ACTIVE INGREDIENTS FOR PREVENTING AND TREATING ANGIOGENESIS-RELATED DISEASES
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The present invention relates to a novel pharmaceutical composition of benproperine derivatives for preventing and treating angiogenesis-related diseases. The benproperine derivatives and pharmaceutically acceptable salts thereof according to the present invention inhibit cancer cell migration and the angiogenesis of vascular endothelial cells, and therefore can be effectively used not only as an anticancer agent, but also as an agent for preventing and treating diseases caused by abnormal angiogenesis, such as diabetic retinopathy and corneal transplant rejection.
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Paragraph 0067; 0068; 0069; 0070
(2013/09/26)
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