Moderately Oxidizing Thioxanthylium Organophotoredox Catalysts for Radical-Cation Diels-Alder Reactions.

Tanaka, Kenta; Kishimoto, Mami; Tanaka, Yuta; Kamiyama, Yusuke; Asada, Yosuke; Sukekawa, Mayumi; Ohtsuka, Naoya; Suzuki, Toshiyasu; Momiyama, Norie; Honda, Kiyoshi; Hoshino, Yujiro

Tanaka, Kenta; Kishimoto, Mami; Tanaka, Yuta; Kamiyama, Yusuke; Asada, Yosuke; Sukekawa, Mayumi; Ohtsuka, Naoya; Suzuki, Toshiyasu; Momiyama, Norie; Honda, Kiyoshi; Hoshino, Yujiro.

Afiliação

Tanaka K; Graduate School of Environment and Information Sciences, Yokohama National University, Tokiwadai, Hodogaya-ku, Yokohama 240-8501, Japan.
Kishimoto M; Graduate School of Environment and Information Sciences, Yokohama National University, Tokiwadai, Hodogaya-ku, Yokohama 240-8501, Japan.
Tanaka Y; Graduate School of Environment and Information Sciences, Yokohama National University, Tokiwadai, Hodogaya-ku, Yokohama 240-8501, Japan.
Kamiyama Y; Graduate School of Environment and Information Sciences, Yokohama National University, Tokiwadai, Hodogaya-ku, Yokohama 240-8501, Japan.
Asada Y; Graduate School of Environment and Information Sciences, Yokohama National University, Tokiwadai, Hodogaya-ku, Yokohama 240-8501, Japan.
Sukekawa M; Graduate School of Environment and Information Sciences, Yokohama National University, Tokiwadai, Hodogaya-ku, Yokohama 240-8501, Japan.
Ohtsuka N; Institute for Molecular Science, Okazaki, Aichi 444-8787, Japan.
Suzuki T; SOKENDAI (The Graduate University for Advanced Studies), Okazaki, Aichi 444-8787, Japan.
Momiyama N; Institute for Molecular Science, Okazaki, Aichi 444-8787, Japan.
Honda K; Institute for Molecular Science, Okazaki, Aichi 444-8787, Japan.
Hoshino Y; SOKENDAI (The Graduate University for Advanced Studies), Okazaki, Aichi 444-8787, Japan.

J Org Chem ; 87(5): 3319-3328, 2022 Mar 04.

Article em En | MEDLINE | ID: mdl-35142514

ABSTRACT

ABSTRACT

Moderately oxidizing thioxanthylium photoredox catalysts that operate under irradiation with green light have been developed. These catalysts exhibit relatively moderate excited-state reduction potentials [E1/2(C*/Câ¢-) = 1.75-1.94 V vs saturated calomel electrode (SCE)] and can efficiently promote radical-cation Diels-Alder reactions under irradiation with green light. Interestingly, ß-halogenostyrenes (Ep/2 = 1.57-1.61 V vs SCE) are well tolerated, affording synthetically useful halocyclohexenes.

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Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Idioma: En Revista: J Org Chem Ano de publicação: 2022 Tipo de documento: Article País de afiliação: Japão

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