Preparation method of 9-nitrogen heterocycle substituted xanthene compound

Abstract

The invention discloses an organic electro-synthesis method of a 9-nitrogen heterocycle substituted xanthene compound. The method is characterized by taking a xanthene compound as a raw material, andselectively electrochemically oxidizing a Csp3-H bond to construct a C-N bond, to prepare the 9-nitrogen heterocycle substituted xanthene compound. The method has the advantages of simple and mild reaction conditions, environmental friendliness, high atomic economy, wide reaction substrate application range and high yield of target products.

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-azacyclic substituted xanthene compound. Background technique [0002] 9-azacyclic substituted xanthenes are an important class of compounds, for example 9-imidazole substituted xanthenes have been proven to have good herbicidal activity (see (1) CN87100994A, 19870909), and another example is 9- Benzotriazole-based xanthene can be used as an important intermediate in organic synthesis (see (2) X-Ray crystallographic evidence for a vinyloous anomeric effect in benzotriazole-substituted heterocycles, AlanR.Katritzky et al., "Tetrahedron", 57 (2001 ), 3309-3314; (3) Polycyclic Fused Phenanthridines: An Alternative Approach from Benzotriazoles, Alan R. Katritzky et al., "J. Heterocyclic Chem.", 36, 927 (1999)). However, the prior art only discloses limited synthetic methods for the preparation of such compounds (see (4) Neuartige o...

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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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