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Palladium‐Catalyzed Direct Synthesis of Phosphole Derivatives from Triarylphosphines through Cleavage of Carbon–Hydrogen and Carbon–Phosphorus Bonds
Author(s) -
Baba Katsuaki,
Tobisu Mamoru,
Chatani Naoto
Publication year - 2013
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201307115
Subject(s) - phosphole , catalysis , palladium , cleavage (geology) , carbon fibers , chemistry , combinatorial chemistry , computer science , organic chemistry , materials science , algorithm , fracture (geology) , composite number , composite material
(Phosp)hole in one : A palladium‐catalyzed synthesis for directly assembling phosphole skeletons from triarylphosphines through CH and CP bond cleavage was developed. This approach overcomes several of the limitations of the so far reported methods. Phospholes bearing a range of functionalities (including Br, F, CO 2 Me, Ac, and CN) and an array of fused rings (naphthalenes, anthracenes, furans, and pyrroles) can be easily synthesized.