Ni-catalyzed non-activated C-S bond cleavage at ambient temperature for the synthesis of sulfur-containing polycyclic compounds

Takanori Shibata; Ayato Sekine; Mika Akino; Mamoru Ito

doi:10.1039/d1cc03226g

Ni-catalyzed non-activated C-S bond cleavage at ambient temperature for the synthesis of sulfur-containing polycyclic compounds

Takanori Shibata^*, Ayato Sekine, Mika Akino, Mamoru Ito

^*この研究の対応する著者

先進理工学部

研究成果: Article › 査読

6 被引用数 (Scopus)

抄録

A Ni-catalyzed intramolecular reaction of diarylthioether-tethered 1,8-diynes gave sulfur-containing tetracyclic compounds at ambient temperature. The transformation was initiated by non-activated sp²C-S bond cleavage along with consecutive alkyne insertions. A double intramolecular reaction of a tetrayne and an intermolecular reaction of monoynes were also available, and the corresponding polycyclic compounds were obtained. Moreover, the obtained cycloadduct showed photo-catalytic activity in benzylic oxidation.

本文言語	English
ページ（範囲）	9048-9051
ページ数	4
ジャーナル	Chemical Communications
巻	57
号	72
DOI	https://doi.org/10.1039/d1cc03226g
出版ステータス	Published - 2021 9月 16

ASJC Scopus subject areas

触媒
電子材料、光学材料、および磁性材料
セラミックおよび複合材料
化学 (全般)
表面、皮膜および薄膜
金属および合金
材料化学

文献へのアクセス

10.1039/d1cc03226g

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引用スタイル

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title = "Ni-catalyzed non-activated C-S bond cleavage at ambient temperature for the synthesis of sulfur-containing polycyclic compounds",

abstract = "A Ni-catalyzed intramolecular reaction of diarylthioether-tethered 1,8-diynes gave sulfur-containing tetracyclic compounds at ambient temperature. The transformation was initiated by non-activated sp2C-S bond cleavage along with consecutive alkyne insertions. A double intramolecular reaction of a tetrayne and an intermolecular reaction of monoynes were also available, and the corresponding polycyclic compounds were obtained. Moreover, the obtained cycloadduct showed photo-catalytic activity in benzylic oxidation.",

author = "Takanori Shibata and Ayato Sekine and Mika Akino and Mamoru Ito",

note = "Funding Information: This work was supported by JSPS KAKENHI Grant Number 19K05485 and Yamada Science Foundation. We acknowledge Central Glass Co., Ltd for the generous gift of the HFIP. Publisher Copyright: {\textcopyright} The Royal Society of Chemistry 2021.",

year = "2021",

month = sep,

day = "16",

doi = "10.1039/d1cc03226g",

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T1 - Ni-catalyzed non-activated C-S bond cleavage at ambient temperature for the synthesis of sulfur-containing polycyclic compounds

AU - Shibata, Takanori

AU - Sekine, Ayato

AU - Akino, Mika

AU - Ito, Mamoru

N1 - Funding Information: This work was supported by JSPS KAKENHI Grant Number 19K05485 and Yamada Science Foundation. We acknowledge Central Glass Co., Ltd for the generous gift of the HFIP. Publisher Copyright: © The Royal Society of Chemistry 2021.

PY - 2021/9/16

Y1 - 2021/9/16

N2 - A Ni-catalyzed intramolecular reaction of diarylthioether-tethered 1,8-diynes gave sulfur-containing tetracyclic compounds at ambient temperature. The transformation was initiated by non-activated sp2C-S bond cleavage along with consecutive alkyne insertions. A double intramolecular reaction of a tetrayne and an intermolecular reaction of monoynes were also available, and the corresponding polycyclic compounds were obtained. Moreover, the obtained cycloadduct showed photo-catalytic activity in benzylic oxidation.

AB - A Ni-catalyzed intramolecular reaction of diarylthioether-tethered 1,8-diynes gave sulfur-containing tetracyclic compounds at ambient temperature. The transformation was initiated by non-activated sp2C-S bond cleavage along with consecutive alkyne insertions. A double intramolecular reaction of a tetrayne and an intermolecular reaction of monoynes were also available, and the corresponding polycyclic compounds were obtained. Moreover, the obtained cycloadduct showed photo-catalytic activity in benzylic oxidation.

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DO - 10.1039/d1cc03226g

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