Regioselective bromination of 1,4-dimethoxy-2,3-dimethylbenzene and conversion into sulfur-functionalised benzoquinones
Abstract
The NBS bromination of 1,4-dimethoxy-2,3-dimethylbenzene has been examined under a variety of conditions in both 1,1,1-trichloroethane and benzotrifluoride. Four different bromination products have been isolated including the previously unknown 1-bromo-4-bromomethyl-2,5-dimethoxy-3-methylbenzene whose single crystal X-ray structure is presented. The synthetically useful 2,3-bis(bromomethyl)-1,4-dimethoxybenzene is readily prepared using either solvent and it has been converted into new sulfur-containing quinone derivatives
Citation
Aitken , R A , Jethwa , S J , Richardson , N V & Slawin , A M Z 2016 , ' Regioselective bromination of 1,4-dimethoxy-2,3-dimethylbenzene and conversion into sulfur-functionalised benzoquinones ' , Tetrahedron Letters , vol. 57 , no. 14 , pp. 1563-1566 . https://doi.org/10.1016/j.tetlet.2016.02.091
Publication
Tetrahedron Letters
Status
Peer reviewed
ISSN
0040-4039Type
Journal article
Collections
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