One-Pot Transformation of Hypervalent Iodines into Diversified Phenoxazine Analogues as Promising Photocatalysts.

J Org Chem

State Key Laboratory of Photocatalysis on Energy and Environment, Key Laboratory of Molecule Synthesis and Function Discovery (Fujian Province University), College of Chemistry, Fuzhou University, Fuzhou 350116, China.

Published: November 2021

A facile and efficient quinoline-fused 4-benzo[][1,4]oxazine has been successfully fabricated through an oxidative -arylation, Pd-catalyzed double -arylation of 4-hydroxyquinoline derivatives and trivalent aryl iodides. Diversified fused heterocycles could be easily constructed in overall high isolated yields with great substrate scope. The afforded heteroatom-"doped" phenoxazine demonstrated high molar absorptivities and excellent stability and redox reversibility. These phenoxazine analogues therefore could be utilized as promising catalysts in the photoredox catalyzed perfluoroalkylation of heteroarenes and photopromoted radical polymerization (OATRP).

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http://dx.doi.org/10.1021/acs.joc.1c01883DOI Listing

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