Direct Oxidative Arylation of C(sp(3))-H Bonds Adjacent to Oxygen of Ethers and Alcohols

Title
Direct Oxidative Arylation of C(sp(3))-H Bonds Adjacent to Oxygen of Ethers and Alcohols
Author(s)
이용록판딧라메쉬월프라사드
Keywords
CROSS-COUPLING REACTIONS; C-H BONDS; N-HETEROCYCLIC CARBENES; ACYL-CLAISEN APPROACH; TRANSITION-METAL; NATURAL-PRODUCTS; NAPHTHOQUINONE DERIVATIVES; STEREOSELECTIVE-SYNTHESIS; ORGANIC-SYNTHESIS; FUNCTIONALIZATION
Issue Date
201410
Publisher
WILEY-V C H VERLAG GMBH
Citation
ADVANCED SYNTHESIS & CATALYSIS, v.356, no.14-15, pp.3171 - 3179
Abstract
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.
URI
http://hdl.handle.net/YU.REPOSITORY/30642http://dx.doi.org/10.1002/adsc.201400295
ISSN
1615-4150
Appears in Collections:
공과대학 > 화학공학부 > Articles
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