Language：English   Publishing type：Research paper (scientific journal)  

The reduction of benzylic, tertiary, and allylic alcohols with hydrosilane was efficiently catalyzed by the rhenium complex, such as ReBr(CO)5, to give the corresponding deoxygenarated products, alkanes, in moderate to good yields. In the case of aliphatic secondary alcohol, the alkane was formed along with the formation of dehydrated products. On the other hand, in the case of primary and cyclic alcohols, silylation of alcohols proceeded to form the corresponding silyl ethers.

DOI： 10.1016/j.tetlet.2022.153839

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Authorship：Lead author,　Corresponding author   Language：English   Publishing type：Research paper (scientific journal)  

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Authorship：Lead author,　Corresponding author   Language：English   Publishing type：Research paper (scientific journal)  

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Authorship：Lead author   Language：English   Publishing type：Research paper (scientific journal)   Publisher：Chemical Society of Japan  

A synthetic method for 1,2-dihydroisoquinolines via the 6-endo-dig cyclization of 2-alkynylaldimines and nucleophilic addition has been developed. When the 2-alkynylaldimines were reacted with various nucleophiles such as nitromethane, dimethyl malonate, phenylacetylene, hydrosilane, allylstannane, and ketene silyl acetal in the presence of a rhenium catalyst, the corresponding 1,2-dihydroisoquinolines were obtained in moderate to good yields.

DOI： 10.1246/cl.180200

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Authorship：Lead author   Language：English   Publishing type：Research paper (scientific journal)   Publisher：Chemical Society of Japan  

Metal-free benzannulation reaction of 2-(phenylethynyl)- benzaldehyde and alkynes proceeded in the presence of Brønsted acid under microwave irradiation to give the 2,3- disubstituted naphthalenes.

DOI： 10.1246/bcsj.20160308

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Authorship：Lead author,　Corresponding author   Language：English   Publishing type：Research paper (scientific journal)   Publisher：Chemical Society of Japan  

The 9,10-bis(3-aryl-2-naphthyl)anthracenes 3 were prepared by the benzannulation reaction of 2-(phenylethynyl)benzaldehyde (1) and the corresponding 9,10-bis(arylethynyl)anthracenes 2 in the presence of Cu or Re catalyst and trichloroacetic acid. The photophysical properties of 3 in solutions were investigated.

DOI： 10.1246/bcsj.20150341

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Authorship：Lead author,　Corresponding author   Language：English   Publishing type：Research paper (scientific journal)   Publisher：TAYLOR & FRANCIS INC  

Easy and facile syntheses of the 4H-benz[de]anthracen-4-one derivatives were achieved by the reaction of benzanthrone and lithium acetylides, followed by the treatment with silica gel in CHCl3.
[GRAPHICS]
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DOI： 10.1080/00397911.2016.1154159

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Language：Japanese   Publishing type：Research paper (scientific journal)   Publisher：SOC SYNTHETIC ORGANIC CHEM JPN  

The utilization of lanthanoid metal salts and organolanthanoid compounds as synthestic reagents or catalysts in organic synthesis has been steadily interesting due to their unique chemical properties. Low-valent, trivalent, and tetravalent lanthanoid compounds have been widely used in organic reactions, however, the direct use of lanthanoid metal is still rare due to their low solubility in organic solvents or their instability under aerobic conditions.
In this paper, we show the various organic reactions by the direct use of lanthanum metal as a reagent. Various unstable carbon species, such as alkyl radicals, o-quinodimethane, carbene, benzyne and alkylidene carbene, were easily generated by the reaction of organohalogen compounds with lanthanum metal. Carbonyl compounds were also reduced by lanthanum metal and the generated reducing species were widely used on the new carbon-carbon bond formations. The synthesis of organochalcogenides was successfully achieved by the reaction of dichalcogenides, alkyl halides, and lanthanum metal.

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Authorship：Lead author   Language：English   Publishing type：Research paper (scientific journal)   Publisher：Japan Institute of Heterocyclic Chemistry  

When 2-ethynylbenzoic acids were treated with a catalytic amount of a rhenium complex, such as ReCl(CO)5, 6-endo cyclization of 2-ethynylbenzoic acids proceeded with a high selectivity to give the corresponding isocoumarins in moderate to good yields.

DOI： 10.3987/COM-15-13311

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Language：English   Publishing type：Research paper (scientific journal)   Publisher：Chemical Society of Japan  

3, 3′-Disubstituted 2, 2′-binaphthyls were prepared by the Cuor Re-catalyzed double benzannulation reaction of 2-(phenylethynyl) benzaldehyde with various butadiynes in the presence of trichloroacetic acid, in moderate to good yields. Acceleration of the second benzannulation was clearly observed. © 2014 The Chemical Society of Japan.

DOI： 10.1246/cl.140169

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Language：English   Publishing type：Research paper (scientific journal)   Publisher：Wiley-Blackwell  

A simple and selective synthetic method of quinolines and indoles by the reaction of β- (2-nitrophenyl)-α,β-unsaturated ketones with carbon monoxide was developed. When β-(2-nitrophenyl)- α,β-unsaturated ketones were allowed to react with carbon monoxide and water in the presence of a stoichiometric amount of sulfur or a catalytic amount of selenium, the corresponding quinolines were produced in moderate-to-good yields. On the other hand, in the absence of water, the indoles were produced by the selenium-catalyzed reaction of the β-(2-nitrophenyl)- α,β-unsaturated ketones with carbon monoxide.

DOI： 10.1002/hc.21189

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Language：English   Publishing type：Research paper (scientific journal)  

When 2-nitrostilbenes were treated with carbon monoxide in the presence of elemental sulfur, the reductive N-heterocyclization of the 2-nitrostilbenes smoothly proceeded to give the corresponding indoles in moderate to good yields. © 2013 The Japan Institute of Heterocyclic Chemistry.

DOI： 10.3987/COM-13-12708

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Language：English   Publishing type：Research paper (scientific journal)  

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Dibenz[a,h]anthracene (1a) and its dimethoxy derivatives 1b and 1c were synthesized by the Pd-catalyzed intramolecular double-cyclization of the corresponding (Z,Z)-p-styrylstilbene derivatives 25, which were readily prepared by the Wittig reaction. The optical properties of the dibenz[a,h]anthracenes 1a1c are also presented. © 2012 The Chemical Society of Japan.

DOI： 10.1246/cl.2012.215

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Language：English   Publishing type：Research paper (scientific journal)   Publisher：PERGAMON-ELSEVIER SCIENCE LTD  

The carbazoles 1 and dibenzofurans 2 having naphthalimide unit were synthesized by the cross coupling reaction of 4-bromonaphthalimide 3 with aniline and phenol derivatives followed by the intramolecular cyclization, respectively. The chromophores 1c and 2c substituted methoxy group exhibited the strong fluorescence solvatochromism. (C) 2011 Elsevier Ltd. All rights reserved.

DOI： 10.1016/j.tetlet.2011.08.066

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Language：English   Publishing type：Research paper (scientific journal)   Publisher：ELSEVIER SCIENCE SA  

The first example of the FBW rearrangement using of lanthanum metal and a catalytic amount of iodine was disclosed. When gem-diiodo-and gem-dibromoalkenes were treated with lanthanum metal in the presence of a catalytic amount of iodine, the reductive dehalogenation of these compounds smoothly proceeded to produce the corresponding alkynes in moderate to good yields. (C) 2011 Elsevier B.V. All rights reserved.

DOI： 10.1016/j.jorganchem.2011.02.014

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Language：English   Publishing type：Research paper (scientific journal)   Publisher：WILEY  

When 2,2'-dinitrostilbene derivatives were allowed to react with carbon monoxide in the presence of a catalytic amount of selenium, reductive cyclization and carbocyclization proceeded to give indolo[1,2-c]quinazolin-6(5H)-ones, containing both indole and cyclic urea units, in moderate yields. 2011 Wiley Periodicals, Inc. Heteroatom Chem 22:571-575, 2011; View this article online at wileyonlinelibraiy.com. DOI 10.1002/hc.20685

DOI： 10.1002/hc.20685

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Language：English   Publishing type：Research paper (scientific journal)   Publisher：TAYLOR & FRANCIS INC  

[image omitted] PtCl2-catalyzed cyclization of o-diethynylbenzene derivatives bearing a hydroxyethyl group yielded naphthofuran derivatives by initial intramolecular cyclization of the hydroxy group to an activated ethynyl group followed by attack of the second ethynyl group to a vinylplatinum intermediate. When the ethynyl terminal is substituted by a hydroxypropyl group, not only homologous naphthodihydropyran but also indenylidenetetrahydrofuran derivatives were formed.

DOI： 10.1080/00397911003797817

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Language：English   Publishing type：Research paper (scientific journal)  

For the cesium carbonate-catalyzed α-phenylthiolation of carbonyl compounds with diphenyl disulfide, the yields of the α-phenylthio carbonyl compounds were dramatically improved by the addition of a catalytic amount of diphenyl diselenide. © 2011 The Chemical Society of Japan.

DOI： 10.1246/bcsj.20110127

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Language：English   Publishing type：Research paper (international conference proceedings)  

The synthesis and structural characterization of a hitherto unknown tetradehydro - dinaphtho[10]annulene, which had eluded isolation since attempts initiated during the late 1960s, was achieved. Moreover, the dehydroannulene was transformed into stable derivatives of zethrene, which was first reported in 1955, but forgotten for a long time. These molecules are substituted at the 7,14-positions and open the door to the zethrene family for potential application as optoelectronic materials. © 2010 IUPAC.

DOI： 10.1351/PAC-CON-09-10-12

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Language：English   Publishing type：Research paper (scientific journal)  

A reduction method of aliphatic nitro compounds to oximes using carbon monoxide was developed. When aliphatic nitro compounds were treated with carbon monoxide in the presence of a selenium catalyst, the corresponding oximes were formed in moderate to good yields. © 2010 The Chemical Society of Japan.

DOI： 10.1246/bcsj.20090347

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Language：English   Publishing type：Research paper (scientific journal)  

It was found that a rhenium complex such as ReBr(CO)5 acts as an efficient catalyst for the acylative cleavage of the carbon-oxygen bond of ethers with acyl chloride, giving the corresponding esters in moderate to good yields. © 2010 Georg Thieme Verlag Stuttgart, New York.

DOI： 10.1055/s-0030-1259043

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Language：English   Publishing type：Research paper (scientific journal)   Publisher：TAYLOR & FRANCIS INC  

Selective lithiation of 3-bromothiophene was accomplished under controlled conditions without formation of undesired thienyllithium compounds. A thienyl Grignard reagent derived from 2-bromo-3-iodothiophene was transformed into 2-bromo-3-formylthiophene in high selectivity by formylation with dimethylformamide (DMF) at optimal reaction temperature.

DOI： 10.1080/00397910902763904

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Language：English   Publishing type：Research paper (scientific journal)   Publisher：AMER CHEMICAL SOC  

The letter describes a novel concept for the synthesis of biologically important arylphenylmethanols. Stereoselective cyclohexadienyl transfer from 1,4-cyclohexadienyltributyltin to various aromatic aldehydes using AgOTf/BINAP as a catalyst precursor provides 1,4-cyclohexadienylphenylmethanols that are readily oxidized to the corresponding arylphenylmethanols. Fifteen examples are presented.

DOI： 10.1021/ol703080a

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Language：English   Publishing type：Research paper (scientific journal)   Publisher：AMER CHEMICAL SOC  

The first catalytic desymmetrization in the field of allylsilane chemistry is presented. Desymmetrization of cyclohexadienyltriisopropoxysilane is achieved using coppper catalysis. High diastereo- and enantioselectivities are obtained, and the product dienes are highly valuable building blocks for natural product synthesis.

DOI： 10.1021/ol070689d

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Language：English   Publishing type：Research paper (scientific journal)   Publisher：ELSEVIER  

Resonance Raman spectra of hydrogen-capped linear carbon molecules, polyynes H(-C equivalent to C-)(n)H (n = 5,6), were measured in n-hexane. For C10H2, the peaks at 2123 cm(-1) and 2017 cm(-1) were identified as the nu(3)(sigma(g)) and nu(4)(sigma(g)) modes in D-infinity h symmetry, respectively. For C12H2, the peaks of nu(3)(sigma(g)) at 2097 cm(-1) and nu(4) (sigma(g)) at 2053 cm(-1) were identified. The relative intensities of the first-order Stokes lines and their resonance enhancement are discussed in terms of the Franck-Condon overlap and resonance absorption relevant to the fully-allowed electronic transition of (1)Sigma(+)(u) <-> (Chi) over tilde (1)Sigma(+)(g). (c) 2006 Elsevier B.V. All rights reserved.

DOI： 10.1016/j.cplett.2006.11.077

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Language：English   Publishing type：Research paper (scientific journal)   Publisher：CHEMICAL SOC JAPAN  

While an attempt to prepare 10, 10-diformyl [4.3.1]propella-1,4-diene was not successful owing to its facial skeletal rearrangement, the corresponding diacetyl derivative was isolated, which would serve as a useful precursor of carbene sources.

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Language：English   Publishing type：Research paper (scientific journal)   Publisher：PERGAMON-ELSEVIER SCIENCE LTD  

Dialkynylmethylenebicyclo[4.3.1]deca-1,3,5-triene derivatives were synthesized as precursors to generate dialkynylvinylidenes by extrusion of an aromatic fragment, indane. Photolysis of the trienes gave linear polyynes as the major products produced by rearrangement of the vinylidenes, together with the isomerization products having a methylenecycloheptatriene moiety. (C) 2001 Elsevier Science Ltd. All rights reserved.

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Venue：北海道大学理学部７号館  

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Event date： 2010.10

Venue：Seaside Hotel Maiko Villa Kobe, Hyogo, Japan  

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