1034-49-7Relevant articles and documents
Porphyrin dimers linked by conjugated butadiynes
Arnold, Dennis P.,Nitschinsk, Lisa J.
, p. 8781 - 8792 (1992)
1,3-Butadiynes R---C≡C---C≡C---R, where R = 5′-substituted nickel(II) octaethylporphyrin (NiOEP) (1e), 2′-substituted nickel(II) 5′, 10′, 15′, 20′-tetraphenylporphyrin (NiTPP) (4e), and 2′-substituted nickel(II) heptaethylporphyrin (NiHEP) (5d), have been prepared from the respective bromovinyl species by dehydrobromination and oxidative coupling. The published synthesis of (1e) has been improved to achieve a 40% yield for four steps from NiOEP. The metal-free bis(OEP) diyne was prepared by acid treatment of (1e), while more strenuous conditions led to a novel furan substituted at the 2- and 5-positions with OEP units. The visible absorption spectra of the 5′- and 2′-substituted diynes differ markedly, the former compounds exhibiting split absorption bands and red shifts indicative of extensive chromophore interaction.
Preparation method of benzofuran derivative
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Paragraph 0064; 0066; 0073, (2020/02/06)
The invention discloses a preparation method for synthesizing a benzofuran derivative. The specific implementation method is as shown in the specification. The method has novel synthetic route, simpleand convenient operation, high yield, and good safety, and is suitable for industrial production. A novel synthetic method of an intermediate VI is also designed, a Wittig reaction is carried out, and then ring-closing is carried out to obtain a benzofuran ring.
Synthesis and evaluation of various heteroaromatic benzamides as analogues of –ylidene-benzamide cannabinoid type 2 receptor agonists
Moir, Michael,Boyd, Rochelle,Gunosewoyo, Hendra,Montgomery, Andrew P.,Connor, Mark,Kassiou, Michael
supporting information, (2019/08/12)
The CB2 receptor is an attractive target for the treatment of a wide range of diseases and pathological conditions. Compounds that selectively activate the CB2 receptor are desirable as this avoids CB1-mediated psychoactive effects. Heteroarylidene-benzamides have demonstrated efficacy as selective CB2 receptor agonists. We aimed to expand the structure-activity relationship studies of this series of compounds by investigating the heteroaromatic core via the synthesis and in vitro evaluation of a small library of various heteroaromatic benzamide analogues. As heteroaromatic amides are privileged scaffolds in drug design, methods to synthesise them are of interest. Concise and reliable synthetic strategies were developed to access these novel analogues. The –ylidene-benzamide moiety is shown to be essential for CB activity as all amide derivatives exhibit no functional activity at either CB2 or CB1 receptors.
Protecting group free, stereocontrolled synthesis of β-halo-enamides
Pasqua, Adele E.,Crawford, James J.,Long, De-Liang,Marquez, Rodolfo
experimental part, p. 2149 - 2158 (2012/05/20)
Enamides, dienamides, and enynamides are important building blocks in synthetic, biological, and medicinal chemistry as well as materials science. Despite the extensive breath of their potential utility in synthetic chemistry, there is a lack of simple, high-yielding methods to deliver them efficiently and as single isomers. In this paper, we present a novel, protecting group free, efficient, and stereoselective approach to the generation of β-halo-enamides. The methodology presented provides a robust synthetic platform from which E- or Z-enamides can be generated in good yields and with complete stereocontrol.
