Tom M. Lam, C. Lee, Katherine Katardjieff
Dec 15, 2010
Citations
0
Influential Citations
4
Citations
Journal
Bioorganic & medicinal chemistry letters
Abstract
A novel epoxide 2 was formed as the major product in the reaction of 2-bromo-3-methyl-1,4-naphthoquinone with 1,3-propanedithiol in the presence of triethylamine in 92% yield. Molecular oxygen is suggested to be the source of the added oxygen in 2, an oxidation product of its precursor 3. A strong base such as triethylamine is required to abstract the methyl hydrogen of 1,4-naphthoquinones, leading to the formation of 3 as well as 2.