ChemCommun誌に掲載決定！

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Visible-light-induced radical switching using benzothiazolyl sulfides for geminal carbon–carbon bond formation
Naoya Hasegawa, Kahono Shibata, Haruto Hijikata and Tetsuya Sengoku
Chemical Communications, 2025, 61, 9610-9613. (DOI: 10.1039/D5CC01998B) 

The 2-benzothiazolylthio group functions as an auxiliary for radical switching.

ChemCatChem誌に掲載決定！

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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！

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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！

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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！

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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)