Synthesis of 2-alkenyl-2H-indazoles from 2-(2-carbonylmethyl)-2H-indazoles

Mei Huey Lin; Kung Yu Liang; Chang Hsien Tsai; Yu Chun Chen; Hung Chang Hsiao; Yi Syuan Li; Chung Hao Chen; Hau Chun Wu

doi:10.3390/molecules21020238

Synthesis of 2-alkenyl-2H-indazoles from 2-(2-carbonylmethyl)-2H-indazoles

Mei Huey Lin, Kung Yu Liang, Chang Hsien Tsai, Yu Chun Chen, Hung Chang Hsiao, Yi Syuan Li, Chung Hao Chen, Hau Chun Wu

Department of Chemistry

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Abstract

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 newmethod were found to have interesting fluorescence properties.

Original language	English
Article number	238
Journal	Molecules
Volume	21
Issue number	2
DOIs	https://doi.org/10.3390/molecules21020238
Publication status	Published - 2016 Feb

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All Science Journal Classification (ASJC) codes

Analytical Chemistry
Chemistry (miscellaneous)
Molecular Medicine
Pharmaceutical Science
Drug Discovery
Physical and Theoretical Chemistry
Organic Chemistry

Cite this

Lin, M. H., Liang, K. Y., Tsai, C. H., Chen, Y. C., Hsiao, H. C., Li, Y. S., ... Wu, H. C. (2016). Synthesis of 2-alkenyl-2H-indazoles from 2-(2-carbonylmethyl)-2H-indazoles. Molecules, 21(2), [238]. https://doi.org/10.3390/molecules21020238

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abstract = "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 newmethod were found to have interesting fluorescence properties.",

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AU - Chen, Yu Chun

AU - Hsiao, Hung Chang

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AU - Chen, Chung Hao

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10.3390/molecules21020238