A kind of preparation method of 9-nitroheterocyclic substituted xanthene compounds

Abstract

The invention discloses a method for organic electrosynthesis of xanthene compounds substituted by 9-nitrogen heterocycles. The method uses xanthene compounds as raw materials and undergoes selective electrochemical oxidation of C sp 3 ‑H bond to construct C‑N bond to prepare 9‑nitroheterocyclic substituted xanthracene compounds, which have the advantages of simple reaction conditions, mildness, environmental friendliness, high atom economy, wide range of reaction substrate adaptability and target product yield. The advantage of high rate.

Description

technical field [0001] The application belongs to the technical field of organic synthesis, and in particular relates to a preparation method of a 9-nitrogen heterocyclic substituted xanthene compound. Background technique [0002] 9-Azacyclic substituted xanthene is an important class of compounds, such as 9-imidazole substituted xanthene compounds have been proved to have good herbicidal activity (see (1) CN87100994A, 19870909), another example is 9- Benzotriazole-based xanthenes can be used as important organic synthesis intermediates (see (2) X-Ray crystallographic evidence for a vinylogous anomeric effect in benzotriazole-substituted heterocycles, Alan R. Katritzky et al., "Tetrahedron", 57 (2001) ), 3309-3314; (3) Polycyclic FusedPhenanthridines: An Alternative Approach from Benzotriazoles, Alan R. Katritzky et al., "J. Heterocyclic Chem.", 36, 927 (1999)). However, the prior art discloses only limited synthetic methods for preparing such compounds (see (4) Neuartige ...

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However, the prior art discloses only limited synthetic methods for the preparation of such compounds (see (4) Neuartige oxidative C-N-Verknüpfungen von Indazolen und Benzotriazole mit Cycloheptatrien sowie Di-und Triphenylmethanderivaten, Wolfgang Hanefeld et al., "Arch.Pharm.", 326,323 -329 (1993); (5) A FACILE GENERALSYNTHESIS OF9-POSITION FUNCTIONALISED HETERONIUMANTHRACENE SALTS, AlanR.Katritzky et al., "HETEROCYCLES", Vol.45, No.12, 2413-2423, 1997), and these methods are also limited reaction substrate

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