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Showing papers by "Fumitoshi Kakiuchi published in 2012"


Journal ArticleDOI
TL;DR: The ruthenium-catalyzed hydroarylation of alkynes with benzamides proceeds regioselectively through a directed C-H bond cleavage, and preliminary mechanistic investigations indicate that the reaction involves amide-directed ortho-metalation, carbometalation of alkyne, and protonolysis.

131 citations


Journal ArticleDOI
TL;DR: The use of chain walking provides a new method in organic synthesis to functionalize unreactive carbon-hydrogen bonds by letting the catalyst look for preferable bond-forming sites by moving around on the substrate.
Abstract: The catalytic construction of carbon–carbon bonds in small organic molecules via chain walking is described. Catalytic cycloisomerization of 1,n-dienes via chain walking was achieved using a palladium–1,10-phenanthroline catalyst to form five-membered-ring products. By means of a cycloisomerization/hydrogenation protocol, 1,7- to 1,14-dienes were selectively converted to bicyclo[4.3.0]nonane derivatives. The use of chain walking provides a new method in organic synthesis to functionalize unreactive carbon–hydrogen bonds by letting the catalyst look for preferable bond-forming sites by moving around on the substrate.

119 citations


Journal ArticleDOI
TL;DR: Palladium-catalyzed electrochemical iodination and one-pot arylation of arylpyridines are described and various aryl groups were introduced at the ortho positions of ariesl groups by ON/OFF switching of two different catalytic cycles using the same palladium catalyst in a one- Pot fashion.
Abstract: Palladium-catalyzed electrochemical iodination and one-pot arylation of arylpyridines are described. Ortho-selective C–H iodination proceeded via dual activation of each substrate by a palladium catalyst and an electrode. Various aryl groups were introduced at the ortho positions of arylpyridines by ON/OFF switching of two different catalytic cycles using the same palladium catalyst in a one-pot fashion.

94 citations


Journal ArticleDOI
TL;DR: It was suggested that a tetraalkylpentacene is stable under air in the dark and possesses an appropriate HOMO level as active material for p-type organic field-effect transistors (OFETs).

27 citations


Journal ArticleDOI
TL;DR: In this article, a new and convenient method to prepare tetraalkylated anthracenes and pentacenes as well as dialkyldiaryl analogues is reported.
Abstract: A new and convenient method to prepare tetraalkylated anthracenes and pentacenes as well as dialkyldiaryl analogues is reported.

1 citations


Journal ArticleDOI
TL;DR: Stereo and regioselective reaction of various benzamides with internal and terminal alkynes is best achieved under conditions A) and B) in this paper, where A is the number of alkynes.
Abstract: Stereo- and regioselective reaction of various benzamides with internal and terminal alkynes is best achieved under conditions A).

Journal ArticleDOI
TL;DR: Ruthenium-catalyzed ortho-selective acylation of arylpyridines with acyl chlorides via C-H bond cleavage is described in this paper.
Abstract: Ruthenium-catalyzed ortho-selective acylation of arylpyridines with acyl chlorides via C–H bond cleavage is described. Aromatic acyl chlorides as well as α,β-unsaturated acyl chlorides were coupled...

Journal ArticleDOI
TL;DR: Substrates (I) and (IV) are phenylated by dioxaborinane (II) under optimized conditions A).
Abstract: Substrates (I) and (IV) are phenylated by dioxaborinane (II) under optimized conditions A).