Oxidative Rearrangement of 3-Aminoindazoles for the Construction of 1,2,3-Benzotriazine-4(3H)-ones at Ambient Temperature

Yao Zhou, Ya Wang, Yixian Lou, Qiuling Song*

*Institute of Next Generation Matter Transformation, College of Chemical Engineering, College of Material Sciences Engineering, Huaqiao University, 668 Jimei Boulevard, Xiamen, Fujian 361021, P.R. China, Email: qsonghqu.edu.cn

Y. Zhou, Y. Wang, Y. Lou, Q. Song, Org. Lett., 2018, 20, 6494-6497.

DOI: 10.1021/acs.orglett.8b02813

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Abstract

An oxidative rearrangement of 3-aminoindazoles provides diversely functionalized 1,2,3-benzotriazine-4(3H)-ones in good yields at room temperature. Water as cosolvent facilitates the halogen-induced ring expansion of 3-aminoindazoles under oxidative conditions.

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Key Words

1,2,3-Benzotriazine-4(3H)-ones, 1,3-Dibromo-5,5-Dimethylhydantoin, Cerium Ammonium Nitrate

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ID: J54-Y2018