Murdoch University Research Repository

Welcome to the Murdoch University Research Repository

The Murdoch University Research Repository is an open access digital collection of research
created by Murdoch University staff, researchers and postgraduate students.

Learn more

Regioselective bromination, debromination and bromine migration in a 2-acetoxymethyl-4,5,7-trialkoxynaphthalene

Giles, R.G.F., Green, I.R., Knight, L.S., Son, V.R.L., Mitchell, P.R.K. and Yorke, S.C. (1994) Regioselective bromination, debromination and bromine migration in a 2-acetoxymethyl-4,5,7-trialkoxynaphthalene. Journal of the Chemical Society, Perkin Transactions 1 (7). pp. 853-857.

Link to Published Version:
*Subscription may be required


Dibromination of 2-acetoxymethyl-4-isopropoxy-5,7-dimethoxynaphthalene 10 in buffered solution afforded the 3,8-dibromo derivative 13. Similar monobromination of compound 10 yielded the 8-bromo compound 15, whereas monobromination in the absence of the buffer yielded the isomeric 1-bromonaphthalene 16. Conversion of 15 into 16 was effected with trifluoroacetic acid. Selective monodebromination of the dibromo compound 13 gave rise to a third isomer, the 3-bromo compound 18.

Item Type: Journal Article
Publisher: Royal Society of Chemistry
Copyright: © 1994 Royal Society of Chemistry
Item Control Page Item Control Page