Literature DB >> 35142514

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

Kenta Tanaka1, Mami Kishimoto1, Yuta Tanaka1, Yusuke Kamiyama1, Yosuke Asada1, Mayumi Sukekawa1, Naoya Ohtsuka2,3, Toshiyasu Suzuki2, Norie Momiyama2,3, Kiyoshi Honda1, Yujiro Hoshino1.   

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*/C•-) = 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, β-halogenostyrenes (Ep/2 = 1.57-1.61 V vs SCE) are well tolerated, affording synthetically useful halocyclohexenes.

Entities:  

Year:  2022        PMID: 35142514     DOI: 10.1021/acs.joc.1c02972

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  1 in total

1.  Radical cation Diels-Alder reactions of arylidene cycloalkanes.

Authors:  Kaii Nakayama; Hidehiro Kamiya; Yohei Okada
Journal:  Beilstein J Org Chem       Date:  2022-08-25       Impact factor: 2.544

  1 in total

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