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ChemCatChem誌に掲載決定！
Visible-Light-Induced Desulfurative Coupling of Alkyl Benzothiazolyl Sulfides with Electron-Deficient Alkenes/Alkynes: Dual Role of Base-Activated Hantzsch Ester
Tetsuya Sengoku, Koki Matsune, Takuma Shimotori, Nagisa Kikuchi, Haruto Hijikata, Shun Nishioka, and Reo Takahashi
ChemCatChem, 2025, 17, e202401427. (DOI: 10.1002/cctc.202401427) Open Access
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The Hantzsch ester anion acts not only as a photoreductant in the catalyst-free desulfurative coupling of alkyl benzothiazolyl sulfides with alkenes/alkynes, but also as a sacrificial reductant in an alternative organocatalytic reaction. The utility of this protocol is expanded to radical C-glycosylation, which includes a protective group-free substrate.
ChemRxiv, DOI:10.26434/chemrxiv-2024-bqs8z
EurJOC誌に掲載決定！
Efficient Visible-Light-Induced π-Extension of Perylene Tetraesters: An Investigation on Regioselectivity
Keisuke Fujimoto, Shingo Miyano, Kenshin Norizuki, Toshiyasu Inuzuka, Tetsuya Sengoku, and Masaki Takahashi
European Journal of Organic Chemistry, 2024, 27, e202400734. (DOI: 10.1002/ejoc.202400734)
This study reports a visible-light-induced π-extension of perylene tetraesters using blue LED irradiation. The synthesis revealed how substituent effects on aromatic groups influence regioselectivity. Theoretical analysis highlighted bond alteration in aromatic rings as a key factor.
ChemistrySelect誌に掲載決定！
Asymmetric Allylation of Aldoxime Derivatives with β-Amidoallylboronate in Water and Its Application to Divergent Synthesis of N-Hydroxy-γ-lactam and 1,2-Oxazinan-6-one
Tetsuya Sengoku, Wataru Anze, Naoya Hasegawa, Yuta Mizutani, Asahi Kubota, Toshiyasu Inuzuka, and Hidemi Yoda
ChemistrySelect 2024, 9, e202400120. (DOI: 10.1002/slct.202400120)
A highly enantioselective amido–functionalized allylation of aldoxime derivatives was achieved in water using O-Boc oximes as substrates under Zn(OH)2-chiral aminophenol catalysis. The products could be transformed into N-hydroxy-γ-lactam or 1,2-oxazinan-6-one, through an acidic treatment or a protection-acidic treatment sequence, respectively.
Journal Information: Impact factor 2.1 (Q3, JCR 2023)
JOC誌に掲載決定！
Visible-light-induced reductive coupling of arylacetylenes with benzothiazole sulfones
Tetsuya Sengoku, Haruka Iwama, Takuma Shimotori, Keisuke Fujimoto, Toshiyasu Inuzuka, Koki Matsune, Hidemi Yoda
The Journal of Organic Chemistry 2023, 88, 12776-12782. (DOI: 10.1021/acs.joc.3c01554)
The reductive coupling of alkyl or benzylic benzothiazole sulfones with arylacetylenes are performed in the presence of Hantzsch esters and K2CO3 under visible-light irradiation. The utility of this protocol is expanded to α-deuterative coupling using a deuterated Hantzsch ester, furnishing the corresponding alkenes with high deuterium incorporation.
Journal Information: Impact factor 3.6 (Q1, JCR 2023)
European JOC誌に掲載決定！
Synthesis of Highly Emissive Fluorophores Based on Multiply Stacked Anthracene Arrangement
Keisuke Santo, Kentaro Uchida, Keisuke Fujimoto, Toshiyasu Inuzuka, Kazutaka Hirakawa, Tetsuya Sengoku, and Masaki Takahashi
European Journal of Organic Chemistry, 2023, e202201479. (DOI: 10.1002/ejoc.202201479)
Journal Information: Impact factor 2.8 (Q2, JCR 2023)
TL誌に掲載決定！
Total synthesis and structural confirmation of (±)-spirocollequins A and B
Keita Ichikawa, Toshiyasu Inuzuka, Hidemi Yoda and Tetsuya Sengoku
Tetrahedron Letters 2022, 107, 154109. (DOI: 10.1016/j.tetlet.2022.154109)
The first total synthesis of antiplasmodial isoindolinone alkaloids, spirocollequins A and B, has been accomplished. The proposed structures of spirocollequins have been supported through the comparison of spectroscopic properties of the synthetic samples with those of natural products as well as single-crystal X-ray diffraction analysis using a synthetic precursor of spirocollequin B.
Journal Information: Impact factor 1.8 (Q3, JCR 2022)
AsianJOC誌に掲載決定！
Copper sulfate-catalyzed asymmetric 1,4-addition of amido-functionalized allylboronates to maleimides in water
Tetsuya Sengoku, Takuto Kajihara, Mari Inaba and Hidemi Yoda
Asian Journal of Organic Chemistry 2022, 11, e202100773. (DOI: 10.1002/ajoc.202100773)
A new application of amido-functionalized allylboronates to asymmetric 1,4-addition in water has been developed. Extremely high enantioselective 1,4-addition was achieved by employing N-mesityl maleimide as a substrate under CuSO4/bis(oxazoline) catalysis, affording the adduct with >99% ee.
Journal Information: Impact factor 2.7 (Q2, JCR 2022)
有機合成化学協会誌に総合論文が掲載されました
アミド修飾したアリル化剤を利用するα-メチレン-γ-ブチロラクトンおよびα-メチレン-γ-ブチロラクタムの選択的合成
仙石哲也, 依田秀実
有機合成化学協会誌, 2021, 79, 829–838.
小川君、岩間君の論文がChem.Commun.誌に掲載決定！
A heavy-metal-free desulfonylative Giese-type reaction of benzothiazole sulfones under visible-light conditions
Tetsuya Sengoku, Daichi Ogawa, Haruka Iwama, Toshiyasu Inuzuka and Hidemi Yoda
Chemical Communications, 2021, 57, 9858–9861. (DOI: 10.1039/D1CC03833H)
A heavy-metal-free desulfonylative Giese-type reaction has been achieved by using Hantzsch ester as a photoreductant under blue light.
Journal Information: Impact factor 6.065 (Q1, JCR 2021)