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Recent progress on phenothiazine organophotoredox catalysis

Kenta Tanaka, Hiroyoshi Takamura, Isao Kadota

2025Tetrahedron Letters10 citationsDOIOpen Access PDF

Abstract

Photoredox catalysis has garnered significant attention in recent years due to its broad applicability in visible-light-induced organic transformations. While significant progress has been made in the development of highly oxidizing catalysts, such as acridinium catalysts, there remains a notable shortage of strongly reducing organophotoredox catalysts. Phenothiazines are widely used as photoredox catalysts owing to their unique redox potentials , particularly their low excited-state oxidation potentials (E ox * = −1.35 V to −3.51 V vs. SCE). Thus, they can be applied to a variety of photoredox reactions with oxidative-quenching cycles, and effectively reduce various organic molecules, such as aryl and alkyl halides , alkenes , malonyl peroxides, cobalt complexes, and redox-active esters. Due to their unique properties, this review focuses on the recent advances in phenothiazine organophotoredox catalysis.

Topics & Concepts

ChemistryPhenothiazineCatalysisCombinatorial chemistryOrganic chemistryPharmacologyMedicinePhenothiazines and Benzothiazines Synthesis and ActivitiesRadical Photochemical ReactionsAxial and Atropisomeric Chirality Synthesis
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