研究者詳細 - 布施　新一郎

論文 - 布施　新一郎

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D–π–A Dyes that Contain New Hydantoin Anchoring Groups for Dye-Sensitized Solar Cells 査読有り

Hisashi Masui, Masato M. Maitani, Shinichiro Fuse, Ayaka Yamamura, Yuhei Ogomi, Shuzi Hayase, Tatsuo Kaiho, Hiroshi Tanaka, Yuji Wada, Takashi Takahashi

Asian Journal of Organic Chemistry 7 巻 ( 2 ) 頁： 458 - 464 2018年2月

記述言語：英語掲載種別：研究論文（学術雑誌）出版者・発行元：Wiley-VCH Verlag

The development of new anchoring groups is important to facilitate effective co-sensitization in dye-sensitized solar cells (DSSCs). Herein, stable organic D–π–A dyes that contain new heterocyclic hydantoin-based anchoring groups have been designed, synthesized, and used in DSSCs. These dye sensitizers were evaluated in terms of their absorption spectra, electrochemical properties, and performance in DSSC devices. Although only one-third of the amount of hydantoin-containing dyes adsorbed onto TiO2 relative to their cyanoacrylic-acid-containing analogues, they exhibited effective photoexcited electron-transfer properties. External quantum efficiencies of over 80 % was observed, which were comparable to those of the cyanoacrylic-acid-containing dyes. In addition, the new hydantoin-containing dyes exhibited significant robustness, which could allow improved stability of their corresponding photovoltaic devices under harsh conditions, such as high temperature and humidity.

DOI： 10.1002/ajoc.201700542

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その他リンク： http://orcid.org/0000-0002-6836-4180

Gold(I)-Catalyzed Intramolecular S<sub>E</sub>Ar Reaction: Efficient Synthesis of Isoxazole-Containing Fused Heterocycles. 査読有り

Morita T, Fukuhara S, Fuse S, Nakamura H

Organic letters 20 巻 ( 2 ) 頁： 433 - 436 2018年1月

Integrated Micro-Flow Synthesis Based on Photochemical Wolff Rearrangement 査読有り

Shinichiro Fuse, Yuma Otake, Hiroyuki Nakamura

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY 2017 巻 ( 44 ) 頁： 6466 - 6473 2017年12月

記述言語：英語出版者・発行元：WILEY-V C H VERLAG GMBH

The Wolff rearrangement of -diazo carbonyl compounds has remained important in organic synthesis since its development more than 115 years ago. The risks involved in handling diazo compounds can be minimized by utilizing micro-flow technology. In addition, photochemical Wolff rearrangement can be carried out efficiently with the aid of micro-flow technology. Integrated micro-flow synthesis is therefore well-suited to the preparation of -diazo carbonyl compounds and their photochemical Wolff rearrangement. This review article summarizes recently reported micro-flow photochemical Wolff rearrangements and their application in integrated micro-flow syntheses.

DOI： 10.1002/ejoc.201700789

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Photodynamic therapy using a cytotoxic photosensitizer porphyrus envelope that targets the cell membrane. 査読有り

Inai M, Honda N, Hazama H, Akter S, Fuse S, Nakamura H, Nishikawa T, Kaneda Y, Awazu K

Photodiagnosis and photodynamic therapy 20 巻頁： 238 - 245 2017年12月

Systematic Synthesis of Thiophene-based, Organic Donor-pi-Acceptor Dyes and Elucidation of Their Structure-Function Relationship 査読有り

Shinichiro Fuse

JOURNAL OF SYNTHETIC ORGANIC CHEMISTRY JAPAN 75 巻 ( 9 ) 頁： 49 - 62 2017年9月

記述言語：日本語出版者・発行元：SOC SYNTHETIC ORGANIC CHEM JPN

Thiophene-based organic D-pi-A dyes exert various functions as sensitizers of dye-sensitized solar cells, p-type semiconductors of thin-film organic solar cells, and inhibitors of aggregation of amyloid-beta and tau proteins those are regarded as promising drug targets of Alzheimer's disease. This account describes rapid and systematic synthesis of thiophene-based organic D-pi-A dyes via our developed, one-pot, cross-coupling approach and evaluation of their various functions in order to acquire high-quality structure-function relationship information.

DOI： 10.5059/yukigoseikyokaishi.75.941

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Thiophene-Based Organic D-pi-A Dyes as Potent Sensitizers for Photodynamic Therapy 査読有り

Shinichiro Fuse, Miori Takizawa, Keisuke Matsumura, Shinichi Sato, Shigetoshi Okazaki, Hiroyuki Nakamura

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY ( 34 ) 頁： 5170 - 5177 2017年9月

記述言語：英語掲載種別：研究論文（学術雑誌）出版者・発行元：WILEY-V C H VERLAG GMBH

In this study, synthetically readily accessible, thiophene-based organic D--A sensitizers exerted high phototoxicity and are valuable as sensitizer templates for use in photodynamic therapy (PDT). Evaluation of the antitumor activity of our previously synthesized D--A sensitizers under photoirradiation revealed their potent phototoxicity. The structural requirements of the D--A sensitizer for phototoxicity were elucidated with the rapid synthesis of structurally simplified analogues and evaluation of their antitumor activity under photoirradiation. Our developed sensitizers mainly accumulated in mitochondria and damaged cancer cells through both Type I and Type II mechanisms. The developed new template could be useful in the future development of sensitizers that could fulfil the requirements for PDT.

DOI： 10.1002/ejoc.201701019

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Step-by-Step Multifunctionalization of Isoxazoles Based On SEAr Reactions and C-H Direct Arylations 査読有り

Shinichiro Fuse, Taiki Morita, Hiroyuki Nakamura

SYNTHESIS-STUTTGART 49 巻 ( 11 ) 頁： 2351 - 2360 2017年6月

記述言語：英語出版者・発行元：GEORG THIEME VERLAG KG

Functionalized isoxazoles are important as pharmaceuticals and agrochemicals. Generally, electrophilic aromatic substitution or generation of carbanions/electrophilic trapping approach is used to introduce functional groups into unsubstituted heteroaromatics. However, these approaches have not been simple to apply to unsubstituted isoxazoles due to their poor nucleophilicity and instability under basic conditions. Recently several approaches have been reported to overcome these problems. This review summarizes the functionalization of isoxazoles, including SEAr reactions and C-H direct arylations, towards the step-by-step multifunctionalization of isoxazoles.

DOI： 10.1055/s-0036-1588784

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Solution-phase automated synthesis of an α-amino aldehyde as a versatile intermediate. 査読有り

Masui H, Yosugi S, Fuse S, Takahashi T

Beilstein journal of organic chemistry 13 巻頁： 106 - 110 2017年

Total synthesis and stereochemistry revision of mannopeptimycin aglycone 査読有り

Shinichiro Fuse, Hiroshi Tanaka, Takashi Takahashi, Takayuki Doi

Yuki Gosei Kagaku Kyokaishi/Journal of Synthetic Organic Chemistry 75 巻 ( 12 ) 頁： 1274 - 1285 2017年

記述言語：日本語掲載種別：研究論文（学術雑誌）出版者・発行元：Society of Synthetic Organic Chemistry

Mannopeptimycin is an attractive drug candidate due to its strong antimicrobial activity against drug-resistant strains. However, detailed elucidation of structure - activity relationship and its mode of action has been hampered because the chemical synthesis of the densely functionalized aglycone moiety consisting of cyclic hexapeptide was not established. The key point in the synthesis of the aglycone was the construction of densely functionalized unnatural amino acids, Aiha-A and Aiha-B. This account describes isolation, structural determination of mannopepti-mycins, previously reported synthesis of Aiha-A and Aiha-B as well as our short-step, high-yielding synthesis of Aihas leading to the first synthesis of mannopeptimycin aglycone with stereochemistry revision of originally proposed structure.

DOI： 10.5059/yukigoseikyokaishi.75.1274

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その他リンク： http://orcid.org/0000-0002-6836-4180

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