Synthesis of 2-Alkenyl-2H-indazoles from 2-(2-Carbonylmethyl)-2H-indazoles

Synthesis of 2-Alkenyl-2H-indazoles from 2-(2-Carbonylmethyl)-2H-indazoles

A procedure has been developed for synthesis of 2-alkenyl-2H-indazoles starting from 2-(2-carbonylmethyl)-2H-indazoles, which are prepared by gallium/aluminium- and aluminium-mediated, direct, regioselective alkylation of indazoles with α-bromocarbonyl compounds. The structure of 3-(2H-indazol-2-yl)...

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Veröffentlicht in:Molecules (Basel, Switzerland) Switzerland), 2016-02, Vol.21 (2), p.238-238
Hauptverfasser: Lin, Mei-Huey, Liang, Kung-Yu, Tsai, Chang-Hsien, Chen, Yu-Chun, Hsiao, Hung-Chang, Li, Yi-Syuan, Chen, Chung-Hao, Wu, Hau-Chun
Format: Artikel
Sprache:eng
Schlagworte:
Alcohol
Alkylation
Aluminum
Cancer
Carbonyls
Catalysis
Chloride
Coumarin
Crystallography
Crystallography, X-Ray
Decomposition
Fluorescence
Gallium
indazoles
Indazoles - chemical synthesis
Indazoles - chemistry
Molecular Structure
Nitrogen
regioselective alkylation
Styrene
X-ray crystallography
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Zusammenfassung:A procedure has been developed for synthesis of 2-alkenyl-2H-indazoles starting from 2-(2-carbonylmethyl)-2H-indazoles, which are prepared by gallium/aluminium- and aluminium-mediated, direct, regioselective alkylation of indazoles with α-bromocarbonyl compounds. The structure of 3-(2H-indazol-2-yl)-2H-chromen-2-one was proven by X-ray crystallography. The styrene- and coumarin-2H-indazoles produced by using the new method were found to have interesting fluorescence properties.
ISSN:1420-3049
1420-3049
DOI:10.3390/molecules21020238