Wellington, Kevin WGordon, GERNdlovu, LASteenkamp, P2014-01-132014-01-132013-06Wellington, K.W, Gordon, G.E.R, Ndlovu, L.A and Steenkamp, P. 2013. Laccase-catalyzed C-S and C-C coupling for a one-pot synthesis of 1,4-naphthoquinone sulfides and 1,4-naphthoquinone sulfide dimers. ChemCatChem, vol. 5(4), pp 1570–15771867-3880http://onlinelibrary.wiley.com/doi/10.1002/cctc.201200606/abstracthttp://hdl.handle.net/10204/7131Copyright: 2013 Wiley. This is an ABSTRACT ONLY. The definitive version is published in ChemCatChem, vol. 5(4), pp 1570–1577Oxidative C-S and C-C 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 C-C 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.en1,4-naphthoquinone sulfidesC-C couplingC-S couplingGreen chemistryLaccaseArticleWellington, K. W., Gordon, G., Ndlovu, L., & Steenkamp, P. (2013). Laccase-catalyzed C-S and C-C coupling for a one-pot synthesis of 1,4-naphthoquinone sulfides and 1,4-naphthoquinone sulfide dimers. http://hdl.handle.net/10204/7131Wellington, Kevin W, GER Gordon, LA Ndlovu, and P Steenkamp "Laccase-catalyzed C-S and C-C coupling for a one-pot synthesis of 1,4-naphthoquinone sulfides and 1,4-naphthoquinone sulfide dimers." (2013) http://hdl.handle.net/10204/7131Wellington KW, Gordon G, Ndlovu L, Steenkamp P. Laccase-catalyzed C-S and C-C coupling for a one-pot synthesis of 1,4-naphthoquinone sulfides and 1,4-naphthoquinone sulfide dimers. 2013; http://hdl.handle.net/10204/7131.TY - Article AU - Wellington, Kevin W AU - Gordon, GER AU - Ndlovu, LA AU - Steenkamp, P AB - Oxidative C-S and C-C 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 C-C 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. DA - 2013-06 DB - ResearchSpace DP - CSIR KW - 1,4-naphthoquinone sulfides KW - C-C coupling KW - C-S coupling KW - Green chemistry KW - Laccase LK - https://researchspace.csir.co.za PY - 2013 SM - 1867-3880 T1 - Laccase-catalyzed C-S and C-C coupling for a one-pot synthesis of 1,4-naphthoquinone sulfides and 1,4-naphthoquinone sulfide dimers TI - Laccase-catalyzed C-S and C-C coupling for a one-pot synthesis of 1,4-naphthoquinone sulfides and 1,4-naphthoquinone sulfide dimers UR - http://hdl.handle.net/10204/7131 ER -