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

Research output: Contribution to journal › Article › peer-review

2 Citations (Scopus)

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

All Science Journal Classification (ASJC) codes

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

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title = "Synthesis of 2-alkenyl-2H-indazoles from 2-(2-carbonylmethyl)-2H-indazoles",

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.",

author = "Lin, {Mei Huey} and Liang, {Kung Yu} and Tsai, {Chang Hsien} and Chen, {Yu Chun} and Hsiao, {Hung Chang} and Li, {Yi Syuan} and Chen, {Chung Hao} and Wu, {Hau Chun}",

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T1 - Synthesis of 2-alkenyl-2H-indazoles from 2-(2-carbonylmethyl)-2H-indazoles

AU - Lin, Mei Huey

AU - Liang, Kung Yu

AU - Tsai, Chang Hsien

AU - Chen, Yu Chun

AU - Hsiao, Hung Chang

AU - Li, Yi Syuan

AU - Chen, Chung Hao

AU - Wu, Hau Chun

PY - 2016/2

Y1 - 2016/2

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AB - 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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