4-Ethynylanisole

Chemical properties

Pale Yellow Oil

The Uses of 4-Ethynylanisole

4-Ethynylanisole was used in the synthesis of photo luminescent 1,2-dihydrophosphinines via a [4 + 2] cycloaddition. Along with an arylboronic acid and sodium azide in a copper-catalyzed, three-component synthesis of trisubstituted 1,2,4-triazoles. In a study of a gold (III)-catalyzed hydroamination of alkynes leading to N-vinylindoles3.

The Uses of 4-Ethynylanisole

Intermediate in the synthesis of histamine H3-receptor antagonists. Also utilized to prepare its luminescent copper complex

The Uses of 4-Ethynylanisole

Intermediates of Liquid Crystals

The Uses of 4-Ethynylanisole

1,3-dipolar cycloaddition of acceptor-cyclopropylmethylsilanes affords functionalized cyclopentenes in good yields.1

Definition

ChEBI: 1-Eth-1-ynyl-4-methoxybenzene is a member of methoxybenzenes.

Synthesis Reference(s)

Organic Syntheses, Coll. Vol. 9, p. 230, 1998
Synthesis, p. 305, 1978
Tetrahedron, 62, p. 6673, 2006 DOI: 10.1016/j.tet.2005.12.077

General Description

4-Ethynylanisole forms the corresponding propargyl aldehyde in good yield directly from DMF-dimethyl acetal without the need for making an acetylide salt. 1,3-dipolar cycloaddition of acceptor-cyclopropylmethylsilanes affords functionalized cyclopentenes in good yields.