Oxidative CS and CC bond formation with aryl and alkyl thiols was catalyzed under mild conditions in a reaction vessel open to air at pH 4.5 in the presence of a commercial laccase (Novozym 51003 or Suberase) and a cosolvent (DMF) to afford 1,4-naphthoquinone sulfides. Although both monothiolation and dithiolation of the 1,4-naphthohydroquinone were accomplished, the latter was favored. In addition, unprecedented dimerization of monothiolated intermediates occurred through CC coupling. These commercial laccases provide a facile and a more environmentally friendly synthetic approach to both 1,4-naphthoquinone sulfides and 1,4-naphthoquinone sulfide dimers.
If you can't find a tool you're looking for, please click the link at the top of the page to "Go to old article view". Alternatively, view our Knowledge Base articles for additional help. Your feedback is important to us, so please let us know if you have comments or ideas for improvement.