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Visible‐Light‐Promoted Arylation Reactions Photocatalyzed by Bismuth(III) Oxide
Author(s) -
Buglioni Laura,
Riente Paola,
Palomares Emilio,
Pericàs Miquel A.
Publication year - 2017
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201701242
Subject(s) - chemistry , photocatalysis , bismuth , catalysis , tandem , salt (chemistry) , aryl , visible spectrum , oxide , photoredox catalysis , photochemistry , ruthenium , combinatorial chemistry , organic chemistry , alkyl , materials science , physics , optoelectronics , composite material
Bismuth(III) oxide has been successfully applied as a photocatalyst in the arylation of heteroarenes with diazonium salts. With a low catalyst loading (1 to 5 mol‐%), this cheap and nontoxic semiconductor could efficiently promote the formation of the aryl radical under visible light irradiation. The arylated products are obtained in moderate to good yields, and the process admits straightforward scale‐up (10 mmol; 1 mol‐% Bi 2 O 3 ). In two cases, the diazonium salt was generated in situ and used in the photocatalytic arylation in a tandem manner. Besides heteroarenes, Bi 2 O 3 also catalyzed the arylation of differently substituted alkenes and alkynes, thus representing a viable and practical alternative to the more commonly used ruthenium complexes and organic dyes.