Tetrahedron letters

Regiospecific synthesis of unsymmetrical 2, 3-diarylquinones via stepwise Pd (0)-catalyzed couplings of arylstannanes to doubly activated quinone equivalents

KW Stagliano, HC Malinakova

Index: Stagliano, Kenneth W.; Malinakova, Helena C. Tetrahedron Letters, 1997 , vol. 38, # 38 p. 6617 - 6620

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Citation Number: 21

Abstract

Coupling of aryltaannanes to 2-phenyliodonio-1, 4-naphthoquinone-3-oxide in the presence of a tetrakis (triphenylphosphine) palladium (0)-cuprous iodide catalyst yields 3-aryl-2- hydroxy-1, 4-naphthoquinones which are converted to the corresponding 3-aryl-2- trifluoromethanesulfonyloxy-1, 4-naphthoquinone and coupled to a different arylstannane to yield unsymmetrical 2, 3-diaryl-1, 4-naphthoquinones in good yields.© 1997 Elsevier ...