Organophotoredox-Catalyzed Intermolecular Oxa-[4+2] Cycloaddition Reactions | Zendy

Kenta Tanaka | Zendy; Daichi Omata | Zendy; Y. Asada | Zendy; Yujiro Hoshino | Zendy; Kiyoshi Honda | Zendy

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Organophotoredox-Catalyzed Intermolecular Oxa-[4+2] Cycloaddition Reactions

Author(s) -

Kenta Tanaka,

Daichi Omata,

Y. Asada,

Yujiro Hoshino,

Kiyoshi Honda

Publication year - 2019

Publication title -

the journal of organic chemistry

Language(s) - Uncategorized

Resource type - Journals

SCImago Journal Rank - 1.2

H-Index - 228

eISSN - 1520-6904

pISSN - 0022-3263

DOI - 10.1021/acs.joc.9b01156

Subject(s) - cycloaddition , intermolecular force , catalysis , photochemistry , chemistry , photocatalysis , reaction conditions , quinone , organic chemistry , molecule

An intermolecular oxa-[4+2] cycloaddition reaction promoted by a thioxanthylium photoredox catalyst under irradiation with green light has been developed. The reaction of ortho -quinone methides with styrenes smoothly affords the desired cycloadducts. Especially styrenes bearing electron-donating groups are efficiently transformed in this reaction. This method represents a sustainable way to carry out oxa-[4+2] cycloaddition reactions using only a catalytic amount of a photocatalyst and visible light.

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