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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 ?-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.

SUBMITTER: Lin MH 

PROVIDER: S-EPMC6273450 | biostudies-literature | 2016 Feb

REPOSITORIES: biostudies-literature

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

Lin Mei-Huey MH   Liang Kung-Yu KY   Tsai Chang-Hsien CH   Chen Yu-Chun YC   Hsiao Hung-Chang HC   Li Yi-Syuan YS   Chen Chung-Hao CH   Wu Hau-Chun HC  

Molecules (Basel, Switzerland) 20160219 2


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. ...[more]

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