Journal
ADVANCED SYNTHESIS & CATALYSIS
Volume 356, Issue 14-15, Pages 3171-3179Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.201400295
Keywords
activation; coupling; ethers; palladium; radicals
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Funding
- Basic Science Research Program through the National Research Foundation of Korea (NRF) - Ministry of Education, Science and Technology [2012R1A1A4A01009620]
- National Research Foundation of Korea [2012R1A1A4A01009620] Funding Source: Korea Institute of Science & Technology Information (KISTI), National Science & Technology Information Service (NTIS)
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The direct arylation of C(sp(3))-H bonds adjacent to oxygen in ethers with phenol and naphthol derivatives was developed via palladium(II) acetate/copper(II) triflate [Pd(OAc)(2)/Cu(OTf)(2)]-catalyzed cross-dehydrgenative coupling in the presence of tert-butyl hyroperoxide (TBHP). This process provides exclusive installation of a tetrahydrofuranyl moiety at a more hindered position of multiply substituted phenol derivatives. The cross-dehydrogenative coupling of 1,4-dihydroxynaphthalene with cyclic ethers and free alcohols afforded biologically interesting 2-substituted 1,4-naphthoquinone derivatives.
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