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Synthesis and Investigations of Building Blocks with Dibenzo[b,f] Oxepine for Use in Photopharmacology.


ABSTRACT: The synthesis of photoswitchable azo-dibenzo[b,f]oxepine derivatives and microtubule inhibitors were described. Subsequently, we examined the reaction of methoxy derivative 3-nitrodibenzo[b,f]oxepine with different aldehydes and in the presence of BF3·OEt2 as a catalyst. Our study provided a very concise method for the construction of the azo-dibenzo[b,f]oxepine skeleton. The analysis of products was run using experimental and theoretical methods. Next, we evaluated the E/Z isomerization of azo-dibenzo[b,f]oxepine derivatives, which could be photochemically controlled using visible-wavelength light.

SUBMITTER: Tobiasz P 

PROVIDER: S-EPMC8539288 | biostudies-literature | 2021 Oct

REPOSITORIES: biostudies-literature

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Synthesis and Investigations of Building Blocks with Dibenzo[<i>b</i>,<i>f</i>] Oxepine for Use in Photopharmacology.

Tobiasz Piotr P   Borys Filip F   Borecka Marta M   Krawczyk Hanna H  

International journal of molecular sciences 20211013 20


The synthesis of photoswitchable <i>azo</i>-dibenzo[<i>b</i>,<i>f</i>]oxepine derivatives and microtubule inhibitors were described. Subsequently, we examined the reaction of methoxy derivative 3-nitrodibenzo[<i>b</i>,<i>f</i>]oxepine with different aldehydes and in the presence of BF<sub>3</sub>·OEt<sub>2</sub> as a catalyst. Our study provided a very concise method for the construction of the <i>azo</i>-dibenzo[<i>b</i>,<i>f</i>]oxepine skeleton. The analysis of products was run using experime  ...[more]

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