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One-step synthesis of benzo[g]phthalazines and naphtho[2,3-g]phthalazines from benzo- or naphtho-oxabicyclic alkene

Author:
Kong, Kundi, Zhang, Jie, Zhao, Peng, Lu, Huali, Chen, Zhijun, Cao, Weiguo, Chen, Jie, Chen, Yali
Source:
Tetrahedron 2017
ISSN:
0040-4020
Subject:
ambient temperature, chemical structure, cycloaddition reactions, organic compounds, thermal properties
Abstract:
An efficient protocol for one-step synthesis of oxadisilole-fused benzo[g]phthalazines and naphtho[2,3-g]phthalazines by the Diels-Alder reactions and denitrogenation/deoxygenation aromatization reactions of benzo- or naphtho-oxabicyclic alkene with 3,6-diaryl-1,2,4,5-tetrazines in THF at room temperature for 3 h. The photophysical, redox, and thermal properties of these compounds have been determined. The proposed mechanism was also studied.
Agid:
5842969