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. 2019 Apr 30;9(23):13249-13253.
doi: 10.1039/c9ra02466b. eCollection 2019 Apr 25.

Rapid and halide compatible synthesis of 2- N-substituted indazolone derivatives via photochemical cyclization in aqueous media

Hui-Jun Nie  1   2 , An-Di Guo  2 , Hai-Xia Lin  1 , Xiao-Hua Chen  2
Affiliations

Rapid and halide compatible synthesis of 2- N-substituted indazolone derivatives via photochemical cyclization in aqueous media

Hui-Jun Nie et al. RSC Adv. .

Abstract

Indazolone derivatives exhibit a wide range of biological and pharmaceutical properties. We report a rapid and efficient approach to provide structurally diverse 2-N-substituted indazolones via photochemical cyclization in aqueous media at room temperature. This straightforward protocol is halide compatible for the synthesis of halogenated indazolones bearing a broad scope of substrates, which suggests a new avenue of great importance to medicinal chemistry.

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Conflict of interest statement

There are no conflicts to declare.

Figures

Scheme 1
Scheme 1. Biologically active molecules containing indazolone skeletons.
Scheme 2
Scheme 2. Representative approaches for the preparation of indazolone skeletons.
Scheme 3
Scheme 3. Synthesis of indazolone derivatives via photochemical cyclization.
Scheme 4
Scheme 4. Straightforward synthesis of indazolones (1 and 2). Reaction conditions: primary amines (0.3 mmol), o-nitrobenzyl alcohol (0.75 mmol), isolated yield.
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